GB760346A - Novel esters of bixins and norbixins and process for the manufacture thereof - Google Patents
Novel esters of bixins and norbixins and process for the manufacture thereofInfo
- Publication number
- GB760346A GB760346A GB35207/53A GB3520753A GB760346A GB 760346 A GB760346 A GB 760346A GB 35207/53 A GB35207/53 A GB 35207/53A GB 3520753 A GB3520753 A GB 3520753A GB 760346 A GB760346 A GB 760346A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bixin
- cis
- esters
- vitamin
- alcohol
- 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
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention comprises esters of bixins and norbixins having the general formula R1OOC-B-COOR wherein B represents the hydrocarbon residue of cis or (all trans) norbixin and R and R1 represent the characterizing groups of alcohols containing at least 5 carbon atoms or R1 may be the methyl group; thus R and R1 may be alkyl, alkenyl or cycloalkyl groups of five or more carbon atoms. The esters may be prepared by heating the bixin or norbixin with oxalyl chloride in an inert solvent under substantially anhydrous conditions, if desired in the presence of an organic tertiary base, and reacting the resulting acid chloride with the desired alcohol, suitably in the presence of an acid-binding agent. The esters are colouring agents for fats. In examples: (1) cis-bixin is refluxed in dry benzene with oxalyl chloride and the product reacted with amyl alcohol yielding cis-bixin amyl ester or (2) with n-hexanol yielding cis-bixin n-hexyl ester; (3) cis-bixin is converted as above into its acid chloride which is reacted with n-octanol in benzene containing pyridine, the reaction mixture in ether is chromatographed on an aluminiumoxide column to remove unchanged bixin and the filtrate worked up to yield cis-bixin n-octyl ester; (4)-(17) in like manner the following are prepared: n-decyl, n-hexadecyl, n-octadecyl, cholesterol, geraniol and Vitamin-A.alcohol esters of cis-bixin; n-octyl, n-octadecyl, phytyl and Vitamin-A alcohol esters of (all trans)-bixin; di-n-octyl and di-Vitamin A alcohol esters of cis-norbixin; di-n-octadecyl and di-Vitamin A alcohol esters of (all trans)-norbixin.ALSO:Fats are coloured by means of bixin or nor-bixin esters having the general formula R1OOC-B-COOR wherein B represents the hydrocarbon residue of cis or (all trans) nor-bixin and R and R1 represent the characterizing groups of alcohols containing at least 5 carbon atoms or R1 may be the methyl group. Bixin and nor-bixin esters of amyl, hexyl, octyl, decyl, hexadecyl, octadecyl geranyl, phytyl and Vitamin-A alcohols and cholosterol are mentioned. Their preparation is given (see Group IV(b)).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH760346X | 1952-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB760346A true GB760346A (en) | 1956-10-31 |
Family
ID=4534633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35207/53A Expired GB760346A (en) | 1952-12-18 | 1953-12-17 | Novel esters of bixins and norbixins and process for the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB760346A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2285805A (en) * | 1992-10-09 | 1995-07-26 | Marigen Sa | Esters |
| GB2285804A (en) * | 1993-08-24 | 1995-07-26 | Marigen Sa | Terpinol esters & their use as biotenside solvents for pharmaceuticals and cosmetics |
-
1953
- 1953-12-17 GB GB35207/53A patent/GB760346A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2285805A (en) * | 1992-10-09 | 1995-07-26 | Marigen Sa | Esters |
| GB2285804A (en) * | 1993-08-24 | 1995-07-26 | Marigen Sa | Terpinol esters & their use as biotenside solvents for pharmaceuticals and cosmetics |
| GB2285804B (en) * | 1993-08-24 | 1998-08-19 | Marigen Sa | Terpinol esters and their use as biotenside solvents for pharmaceuticals and cosmetics |
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