SE8204867D0 - PROCEDURE FOR PREPARING A SECOND ALLYLIC ALCOHOL USING FROM AN ISOMER TERTIER ALLYLIC ALCOHOL THROUGH 1,3-TRANSPOSITION OF THE ACID FUNCTION IN THE TERTIERA ALYLIC ALCOHOL, INTERMEDIATE PRODUCTS FOR - Google Patents
PROCEDURE FOR PREPARING A SECOND ALLYLIC ALCOHOL USING FROM AN ISOMER TERTIER ALLYLIC ALCOHOL THROUGH 1,3-TRANSPOSITION OF THE ACID FUNCTION IN THE TERTIERA ALYLIC ALCOHOL, INTERMEDIATE PRODUCTS FORInfo
- Publication number
- SE8204867D0 SE8204867D0 SE8204867A SE8204867A SE8204867D0 SE 8204867 D0 SE8204867 D0 SE 8204867D0 SE 8204867 A SE8204867 A SE 8204867A SE 8204867 A SE8204867 A SE 8204867A SE 8204867 D0 SE8204867 D0 SE 8204867D0
- Authority
- SE
- Sweden
- Prior art keywords
- alcohol
- allylic
- allylic alcohol
- tertiera
- tertier
- Prior art date
Links
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title 1
- 239000013067 intermediate product Substances 0.000 title 1
- 230000008707 rearrangement Effects 0.000 abstract 2
- NHMKYUHMPXBMFI-SNVBAGLBSA-N (4s)-2-methyl-6-methylideneocta-2,7-dien-4-ol Chemical compound CC(C)=C[C@@H](O)CC(=C)C=C NHMKYUHMPXBMFI-SNVBAGLBSA-N 0.000 abstract 1
- NHMKYUHMPXBMFI-UHFFFAOYSA-N Ipsdienol-d Natural products CC(C)=CC(O)CC(=C)C=C NHMKYUHMPXBMFI-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical group 0.000 abstract 1
- 150000004808 allyl alcohols Chemical group 0.000 abstract 1
- 125000000746 allylic group Chemical group 0.000 abstract 1
- 238000007075 allylic rearrangement reaction Methods 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000003016 pheromone Substances 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
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- 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
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
- C07C35/20—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a seven or eight-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A method for the preparation of secondary allylic esters or alcohols by allylic rearrangement of the corresponding isomeric tertiary allylic alcohol. The rearrangement is catalyzed by an acid and is carried out in the presence of a carboxylic acid. The free secondary alcohol can be obtained from the ester, formed at the rearrangement, by conventional hydrolysis, transesterification or reduction. The method is particularly suitable for the preparation of pheromones and fragrance substances. A preferred embodiment of the invention concerns the preparation of ipsdienol.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8204867A SE8204867D0 (en) | 1982-08-25 | 1982-08-25 | PROCEDURE FOR PREPARING A SECOND ALLYLIC ALCOHOL USING FROM AN ISOMER TERTIER ALLYLIC ALCOHOL THROUGH 1,3-TRANSPOSITION OF THE ACID FUNCTION IN THE TERTIERA ALYLIC ALCOHOL, INTERMEDIATE PRODUCTS FOR |
| PCT/SE1983/000290 WO1984000954A1 (en) | 1982-08-25 | 1983-08-16 | A method for the preparation of a secondary allylic ester or alcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8204867A SE8204867D0 (en) | 1982-08-25 | 1982-08-25 | PROCEDURE FOR PREPARING A SECOND ALLYLIC ALCOHOL USING FROM AN ISOMER TERTIER ALLYLIC ALCOHOL THROUGH 1,3-TRANSPOSITION OF THE ACID FUNCTION IN THE TERTIERA ALYLIC ALCOHOL, INTERMEDIATE PRODUCTS FOR |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE8204867D0 true SE8204867D0 (en) | 1982-08-25 |
Family
ID=20347622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8204867A SE8204867D0 (en) | 1982-08-25 | 1982-08-25 | PROCEDURE FOR PREPARING A SECOND ALLYLIC ALCOHOL USING FROM AN ISOMER TERTIER ALLYLIC ALCOHOL THROUGH 1,3-TRANSPOSITION OF THE ACID FUNCTION IN THE TERTIERA ALYLIC ALCOHOL, INTERMEDIATE PRODUCTS FOR |
Country Status (2)
| Country | Link |
|---|---|
| SE (1) | SE8204867D0 (en) |
| WO (1) | WO1984000954A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3624438A1 (en) * | 1986-07-19 | 1988-01-28 | Basf Ag | METHOD FOR PRODUCING 1-ACETOXY-2,4-HEXADIEN |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2894040A (en) * | 1953-09-28 | 1959-07-07 | Glidden Co | Isomerization of terpenic alcohols |
| CH507653A (en) * | 1966-09-15 | 1971-05-31 | Zoecon Corp | Insecticidal and ovicidal derivs. of long chain hydrocarbons |
| US3927076A (en) * | 1973-12-26 | 1975-12-16 | Research Corp | Method of rearranging tertiary vinyl carbinols |
| US3960971A (en) * | 1974-03-13 | 1976-06-01 | General Electric Company | Process for preparing allylic alcohols |
| DE2432235C2 (en) * | 1974-07-05 | 1984-07-19 | Basf Ag, 6700 Ludwigshafen | Process for the preparation of lavandulol, its esters and 3,5,5-trimethyl-hepta-1,6-dien-3-ol |
| CH617649A5 (en) * | 1976-11-12 | 1980-06-13 | Firmenich & Cie | |
| US4254291A (en) * | 1979-08-22 | 1981-03-03 | Scm Corporation | Allylic rearrangement process |
-
1982
- 1982-08-25 SE SE8204867A patent/SE8204867D0/en unknown
-
1983
- 1983-08-16 WO PCT/SE1983/000290 patent/WO1984000954A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO1984000954A1 (en) | 1984-03-15 |
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