http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-751753-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_2b8b744d430e252fa21c14c2b8dee176 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2601-16 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C403-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C403-08 |
filingDate | 1953-12-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1956-07-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-751753-A |
titleOfInvention | Improvements in or relating to the manufacture of primary alcohols of the vitamin a-series |
abstract | Alcohols of the Vitamin A series of the general formula <FORM:0751753/IV(a)/1> where n=1 or 2, are prepared from the corresponding acid halides by known methods for converting acid halides into the corresponding alcohols. The acid halide may if desired be converted into the corresponding acid or an ester thereof which is reduced to the alcohol, or the acid halide may be reduced directly. Suitably the reduction may be effected by means of a metal hydride containing two metal atoms such as lithium aluminium hydride, sodium boron hydride or magnesium aluminium hydride. The reaction is suitably carried out at a temperature below 5 DEG C. Examples describe the preparation of the corresponding alcohols by reduction with lithium aluminium hydride of (1) b -ionylidene acetic acid chloride; (2) Vitamin A acid chloride; (3) b -ionylidene acetic acid ethyl ester (obtained by treating b -ionylidene acetyl chloride with ethanol in the presence of pyridine); (4) Vitamin A acid ethyl ester (obtained by treating Vitamin A acid chloride with ethanol in the presence of pyridine); and (5) b -ionylidene acetic acid (obtained by hydrolysis of the acid chloride). b -Ionylidene acetyl chloride is made by treating b -ionone with bromoacetic acid ethyl ester, splitting water off from the resulting b -ionone acetic acid ethyl ester by treatment with p-toluene sulphonic acid to give a product containing the ethyl esters of b -ionylidene acetic acid and b -iso-ionylidene acetic acid, hydrolysing the esters to the free acids and treating with phosphorus trichloride to give the required product. Vitamin A acid chloride is made by converting the C18 ketone into the iso-C20 acid and treating this with phosphorus trichloride by the same sequence of reactions used for the preparation of b -ionylidene acetyl chloride. Specification 744,804 is referred to. |
priorityDate | 1953-01-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 40.