GB643353A - Improvements in or relating to processes for the preparation of products smelling ofirone, to processes for preparing 6-methyl-ª‡-ionine and 6-methyl-ª‰-ionone, and to products smelling of irone - Google Patents
Improvements in or relating to processes for the preparation of products smelling ofirone, to processes for preparing 6-methyl-ª‡-ionine and 6-methyl-ª‰-ionone, and to products smelling of ironeInfo
- Publication number
- GB643353A GB643353A GB25552/47A GB2555247A GB643353A GB 643353 A GB643353 A GB 643353A GB 25552/47 A GB25552/47 A GB 25552/47A GB 2555247 A GB2555247 A GB 2555247A GB 643353 A GB643353 A GB 643353A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- smelling
- products
- processes
- ionone
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
- C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A mixture of 6-methyl-a -ionone and 6-methyl-b -ionone is prepared by subjecting #z-methylpseudoionone to a ring closing treatment with an acidic reagent. The preferred acidic reagents are sulphuric and phosphoric acids, which are used in diluted form, but acidic salts and organic acids may also be used. The treatment is carried out initially at reduced temperature and then allowed to rise to room temperature. In a modification of the invention the above mixture of the ionones can be obtained by a simple admixture of the two compounds. The a -compound which is alleged to be new may be isolated in the pure condition by fractional crystallization of a ketone derivative or by fractional distillation. The smell of the mixture of ionones is stated to be very near that of natural irone. The best result is obtained with 60-95 parts of a -compound and 35-5 parts of the b -compound. In examples: (1) #z-methylpseudoionone is treated with phosphoric acid at -4 DEG C. rising to 50-55 DEG C., and (2) with acetic acid at -10 DEG C. rising to 20-25 DEG C. #z-methylpseudoinone is prepared by treating g -methyl linalool with a mixture of acetic anhydride and acetic acid, fractionation and saponification to give e -methyl-geraniol which is then treated with aluminium isopropylate in acetone.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH643353X | 1946-10-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB643353A true GB643353A (en) | 1950-09-20 |
Family
ID=4525594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25552/47A Expired GB643353A (en) | 1946-10-21 | 1947-09-19 | Improvements in or relating to processes for the preparation of products smelling ofirone, to processes for preparing 6-methyl-ª‡-ionine and 6-methyl-ª‰-ionone, and to products smelling of irone |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR948752A (en) |
| GB (1) | GB643353A (en) |
| NL (1) | NL81618C (en) |
-
0
- NL NL81618D patent/NL81618C/xx active
-
1947
- 1947-07-03 FR FR948752D patent/FR948752A/en not_active Expired
- 1947-09-19 GB GB25552/47A patent/GB643353A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR948752A (en) | 1949-08-10 |
| NL81618C (en) |
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