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WO2012173842A3 - Purification process for para-methallylpyrocatechol - Google Patents

Purification process for para-methallylpyrocatechol Download PDF

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Publication number
WO2012173842A3
WO2012173842A3 PCT/US2012/041032 US2012041032W WO2012173842A3 WO 2012173842 A3 WO2012173842 A3 WO 2012173842A3 US 2012041032 W US2012041032 W US 2012041032W WO 2012173842 A3 WO2012173842 A3 WO 2012173842A3
Authority
WO
WIPO (PCT)
Prior art keywords
methallylpyrocatechol
para
purification process
purification
flavor
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2012/041032
Other languages
French (fr)
Other versions
WO2012173842A2 (en
Inventor
Leonard A. MCMULLEN
Junan JI
Luwei Liu
Krishna RAGHAVAN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
FMC Corp
Original Assignee
FMC Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by FMC Corp filed Critical FMC Corp
Priority to CN201280010957.3A priority Critical patent/CN103562169B/en
Publication of WO2012173842A2 publication Critical patent/WO2012173842A2/en
Publication of WO2012173842A3 publication Critical patent/WO2012173842A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/685—Processes comprising at least two steps in series
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/74—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/54—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Fats And Perfumes (AREA)

Abstract

The present invention relates to a process for the purification of para-methallylpyrocatechol and to the preparation of flavor and fragrance compounds from para-methallylpyrocatechol.
PCT/US2012/041032 2011-06-13 2012-06-06 Purification process for para-methallylpyrocatechol Ceased WO2012173842A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201280010957.3A CN103562169B (en) 2011-06-13 2012-06-06 The purification process of p-methylallyl pyrocatechol

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201161496292P 2011-06-13 2011-06-13
US61/496,292 2011-06-13

Publications (2)

Publication Number Publication Date
WO2012173842A2 WO2012173842A2 (en) 2012-12-20
WO2012173842A3 true WO2012173842A3 (en) 2013-02-28

Family

ID=47357670

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/041032 Ceased WO2012173842A2 (en) 2011-06-13 2012-06-06 Purification process for para-methallylpyrocatechol

Country Status (2)

Country Link
CN (1) CN103562169B (en)
WO (1) WO2012173842A2 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106673967B (en) * 2016-11-14 2020-05-22 湖南海利株洲精细化工有限公司 Preparation method of 4- (2-methallyl) -1, 2-benzenediol
CN111909134B (en) * 2019-05-07 2024-04-26 北京鼎材科技有限公司 A compound and its application, and an organic electroluminescent device containing the same
CN116554191A (en) * 2023-05-06 2023-08-08 河南中烟工业有限责任公司 Synthesis method of bergamotene lactone
CN117486695A (en) * 2023-11-27 2024-02-02 山东泓瑞医药科技股份公司 A synthesis method of veratrol based on Claisen rearrangement and etherification reaction
CN118146071B (en) * 2024-03-07 2024-09-27 江苏三吉利化工股份有限公司 A synthesis process of 4-(2-methylallyl)-1,2-benzenediol

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3008968A (en) * 1958-02-11 1961-11-14 Int Flavors & Fragrances Inc Process for making 2-methyl-3-(3'-4'-methylenedioxyphenyl)-propanal
SU1153828A3 (en) * 1979-12-07 1985-04-30 Рон-Пуленк Агрошими (Фирма) Method of obtaining 2,3-dihydro-2,2-dimethyl-7-oxybenzofuran
EP0281098A1 (en) * 1987-03-04 1988-09-07 Eisai Co., Ltd. Benzodioxole derivatives, compositions comprising the same, and the use of the same for the manufacture of medicaments

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4380654A (en) * 1982-02-18 1983-04-19 Fmc Corporation Process for preparation of 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran
CN1024098C (en) * 1988-06-15 1994-03-30 北京燕山石油化工公司京蒸化工技术开发公司 Method for recovering p-tert-butyl catechol

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3008968A (en) * 1958-02-11 1961-11-14 Int Flavors & Fragrances Inc Process for making 2-methyl-3-(3'-4'-methylenedioxyphenyl)-propanal
SU1153828A3 (en) * 1979-12-07 1985-04-30 Рон-Пуленк Агрошими (Фирма) Method of obtaining 2,3-dihydro-2,2-dimethyl-7-oxybenzofuran
EP0281098A1 (en) * 1987-03-04 1988-09-07 Eisai Co., Ltd. Benzodioxole derivatives, compositions comprising the same, and the use of the same for the manufacture of medicaments

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE REGISTRY accession no. N 1082601-07-7 *

Also Published As

Publication number Publication date
CN103562169A (en) 2014-02-05
CN103562169B (en) 2016-04-20
WO2012173842A2 (en) 2012-12-20

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