GB394197A - Improved processes for the production of perfumes - Google Patents
Improved processes for the production of perfumesInfo
- Publication number
- GB394197A GB394197A GB27933/32A GB2793332A GB394197A GB 394197 A GB394197 A GB 394197A GB 27933/32 A GB27933/32 A GB 27933/32A GB 2793332 A GB2793332 A GB 2793332A GB 394197 A GB394197 A GB 394197A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aldehyde
- trimethylcycloheptene
- acetone
- dimethylcycloheptene
- sodium amide
- 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
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
Abstract
Methyl derivatives of cycloheptene or cyclooctene aldehydes are condensed with acetone, acetaldehyde or their homologues, water being eliminated. Under mild conditions, a condensation product of the aldol type may first be formed and this then converted into the final product. The products are useful as perfumes. The unsaturated aldehydes are prepared by the process described in Specification 392,062. Examples are given of the condensation of (1) 1 : 1 : 7-trimethylcycloheptene - 2 - aldehyde - 3, 1 : 1 : 6-trimethylcycloheptene - 2 - aldehyde - 3, 1 : 1 : 4-trimethylcycloheptene - 2 - aldehyde - 3, 1 : 1 : 6-trimethylcycloheptene-3-aldehyde-4 and 1 : 1-dimethylcyclo-octene-2-aldehyde-3 with acetone, by treatment in the cold with sodium amide or methylate; 1 : 1-dimethylcycloheptene-2-aldehyde-3 is similarly condensed with methylethyl ketone; (2) 1 : 1 : 7-trimethylcycloheptene-2-aldehyde-3 with methylethyl ketone in the presence of dry hydrochloric acid; (3) 1 : 1 -dimethylcycloheptene-2-aldehyde-3 with acetone by passage under reduced pressure over heated alumina; (4) 1 : 1 : 7-trimethylcycloheptene-2-aldehyde-3 with acetone, first by treatment with sodium amide while cooling with ice and then by heating the product with potassium bisulphate or naphthalene-b -sulphonic acid, or by passing its vapour under reduced pressure over active carbon or alumina; (5) 1 : 1 : 6-trimethylcycloheptene-2-aldehyde-3 with acetaldehyde in the presence of sodium methylate; (6) 1 : 1-dimethylcycloheptene-2-aldehyde - 3 with propionaldehyde in the presence of sodium amide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH394197X | 1931-10-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB394197A true GB394197A (en) | 1933-06-22 |
Family
ID=4514028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27933/32A Expired GB394197A (en) | 1931-10-30 | 1932-10-07 | Improved processes for the production of perfumes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB394197A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2519327A (en) * | 1947-01-13 | 1950-08-15 | Fmc Corp | Condensation of beta-(4-methyl-delta3-cyclohexenyl)-butyraldehyde with aldehydes andketones |
-
1932
- 1932-10-07 GB GB27933/32A patent/GB394197A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2519327A (en) * | 1947-01-13 | 1950-08-15 | Fmc Corp | Condensation of beta-(4-methyl-delta3-cyclohexenyl)-butyraldehyde with aldehydes andketones |
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