GB829620A - 2-methyl-8-phenyl-nonen-(7)-one-(4) and a process for the manufacture thereof - Google Patents
2-methyl-8-phenyl-nonen-(7)-one-(4) and a process for the manufacture thereofInfo
- Publication number
- GB829620A GB829620A GB30476/58A GB3047658A GB829620A GB 829620 A GB829620 A GB 829620A GB 30476/58 A GB30476/58 A GB 30476/58A GB 3047658 A GB3047658 A GB 3047658A GB 829620 A GB829620 A GB 829620A
- Authority
- GB
- United Kingdom
- Prior art keywords
- heating
- methyl
- phenyl
- decarboxylation
- isovaleroylacetic
- 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
- 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
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention comprises 2-methyl-8-phenylnonene-(7)-one-(4) useful in perfumery. It may be prepared by heating phenyl methyl ethenyl carbinol with an ester of isovaleroylacetic acid, e.g. at 140-190 DEG C.; an isovaleroylacetate derivative is formed and undergoes rearrangement and decarboxylation on heating. The conversion is preferably effected in the presence of an aluminium lower-alkoxide, e.g. aluminium isopropoxide. Alternatively, the phenyl methyl ethenyl carbinol may be treated with a halogenating agent, e.g. a phosphorus halide or a hydrogen halide, to give by rearrangement a g - phenyl - g - methyl - allyl halide which is then condensed with an alkali metal derivative of an isovaleroylacetic acid ester. The desired ketone is obtained by hydrolysis and decarboxylation of the condensation product. This may be effected in one step by heating with aqueous alcoholic alkali metal hydroxide or in two steps by mild saponification, e.g. with dilute alkali-metal hydroxide followed by decarboxylation by heating in aqueous acid solution, e.g. hydrohalic acid solution.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH829620X | 1957-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB829620A true GB829620A (en) | 1960-03-02 |
Family
ID=4540212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30476/58A Expired GB829620A (en) | 1957-10-18 | 1958-09-24 | 2-methyl-8-phenyl-nonen-(7)-one-(4) and a process for the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB829620A (en) |
-
1958
- 1958-09-24 GB GB30476/58A patent/GB829620A/en not_active Expired
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