RU2018135068A - Способ получения фторированного соединения - Google Patents
Способ получения фторированного соединения Download PDFInfo
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- RU2018135068A RU2018135068A RU2018135068A RU2018135068A RU2018135068A RU 2018135068 A RU2018135068 A RU 2018135068A RU 2018135068 A RU2018135068 A RU 2018135068A RU 2018135068 A RU2018135068 A RU 2018135068A RU 2018135068 A RU2018135068 A RU 2018135068A
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- RU
- Russia
- Prior art keywords
- compound
- group
- formula
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- represents hydrogen
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims 7
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000001257 hydrogen Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 230000003993 interaction Effects 0.000 claims 3
- 125000000962 organic group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 229910052731 fluorine Chemical group 0.000 claims 1
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 1
- 239000012634 fragment Substances 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
- C07B37/04—Substitution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/266—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of hydrocarbons and halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/42—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
- C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
- C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
- C07C22/08—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/46—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/17—Unsaturated ethers containing halogen
- C07C43/174—Unsaturated ethers containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/62—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/24—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with monohydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/608—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a ring other than a six-membered aromatic ring in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/63—Halogen-containing esters of saturated acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Indole Compounds (AREA)
Claims (24)
1. Способ получения соединения, представленного следующей формулой (1), или производного соединения с замкнутым или разомкнутым кольцом:
где R1 представляет собой органическую группу,
RX представляет собой водород или фтор,
R2a, R2b, R2c и R2d являются одинаковыми или различными, и каждый представляет собой -Y-R21 или -N(-R22)2, или R2b и R2c могут соединяться друг с другом с образованием связи,
где Y обозначает связь, кислород или серу,
R21 представляет собой водород или органическую группу, и
R22, в каждом случае, является одинаковым или различным и представляет собой водород или органическую группу;
включающий стадию А взаимодействия соединения, представленного формулой (2):
где Х представляет собой удаляемую группу, и другие символы являются такими, как определено выше,
с соединением, представленным формулой (3):
где символы являются такими, как определено выше,
в присутствии восстановителя при облучении светом.
2. Способ по п.1, где R1 представляет собой алкил, фторалкил, алкоксикарбонил или ароматическую группу.
3. Способ по п.1 или 2, где R2a представляет собой алкил или арил, и каждый из R2b, R2c и R2d представляет собой водород.
4. Способ по любому из пп.1-3, где X представляет собой бром.
5. Способ по любому из пп.1-4, где взаимодействие на стадии А проводят в присутствии азотсодержащего ненасыщенного гетероциклического соединения, имеющего N-H фрагмент.
6. Способ по любому из пп.1-5, где восстановитель представляет собой соединение, представленное формулой (4):
где R3a, R3b, R3c и R3d являются одинаковыми или различными, и каждый из них представляет собой алкил.
7. Способ по любому из пп.1-6, где взаимодействие на стадии А проводят в присутствии катализатора.
8. Способ по п.7, где катализатор представляет собой по меньшей мере один элемент, выбранный из группы, состоящей из комплексов переходных металлов и соединений органического красителя.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016044901 | 2016-03-08 | ||
| JP2016-044901 | 2016-03-08 | ||
| JP2016251305A JP6585024B2 (ja) | 2016-03-08 | 2016-12-26 | 含フッ素化合物の製造方法 |
| JP2016-251305 | 2016-12-26 | ||
| PCT/JP2017/009144 WO2017154948A1 (ja) | 2016-03-08 | 2017-03-08 | 含フッ素化合物の製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2018135068A3 RU2018135068A3 (ru) | 2020-04-08 |
| RU2018135068A true RU2018135068A (ru) | 2020-04-08 |
| RU2743037C2 RU2743037C2 (ru) | 2021-02-12 |
Family
ID=59856681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2018135068A RU2743037C2 (ru) | 2016-03-08 | 2017-03-08 | Способ получения фторированного соединения |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20190071376A1 (ru) |
| EP (2) | EP3428145B1 (ru) |
| JP (1) | JP6585024B2 (ru) |
| KR (1) | KR102167454B1 (ru) |
| CN (1) | CN108834409B (ru) |
| RU (1) | RU2743037C2 (ru) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7298836B2 (ja) * | 2018-06-22 | 2023-06-27 | ダイキン工業株式会社 | 含フッ素化合物の製造方法 |
| CN113412249A (zh) * | 2019-02-08 | 2021-09-17 | 大金工业株式会社 | 有机化合物的制造方法 |
| DE102019209513A1 (de) * | 2019-06-28 | 2020-12-31 | Tesa Se | UV-härtender reaktiver Klebstoff |
| CN113548968B (zh) * | 2021-07-21 | 2022-05-03 | 南京工业大学 | 一种镍催化铁介导的炔烃氟代烷基化合成(z)-烯烃的方法及产物 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3657181A (en) * | 1969-08-04 | 1972-04-18 | Minnesota Mining & Mfg | Acoustically transparent composition comprising a thermoplastic polymer and organic fluorine containing compound |
-
2016
- 2016-12-26 JP JP2016251305A patent/JP6585024B2/ja active Active
-
2017
- 2017-03-08 KR KR1020187028447A patent/KR102167454B1/ko active Active
- 2017-03-08 EP EP17763288.2A patent/EP3428145B1/en active Active
- 2017-03-08 EP EP21188721.1A patent/EP3925945A1/en not_active Withdrawn
- 2017-03-08 RU RU2018135068A patent/RU2743037C2/ru active
- 2017-03-08 CN CN201780016314.2A patent/CN108834409B/zh active Active
- 2017-03-08 US US16/082,389 patent/US20190071376A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR20180120730A (ko) | 2018-11-06 |
| EP3428145A4 (en) | 2019-11-20 |
| KR102167454B1 (ko) | 2020-10-19 |
| CN108834409B (zh) | 2022-11-01 |
| CN108834409A (zh) | 2018-11-16 |
| EP3428145A1 (en) | 2019-01-16 |
| EP3925945A1 (en) | 2021-12-22 |
| US20190071376A1 (en) | 2019-03-07 |
| RU2018135068A3 (ru) | 2020-04-08 |
| EP3428145B1 (en) | 2021-09-08 |
| JP6585024B2 (ja) | 2019-10-02 |
| JP2017160183A (ja) | 2017-09-14 |
| RU2743037C2 (ru) | 2021-02-12 |
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