http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-485388-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_3395c5cb958d81965344886b0ca92581 http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_2a099115dff2123eefb20f9e4201aa7e |
| filingDate | 1936-11-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1938-05-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-485388-A |
| titleOfInvention | Method for the preparation of oestradiol from urine of mares |
| abstract | Oestradiol and its 3-benzoate is prepared from the urine of mares by a process which comprises subjecting a hydrolyzed extract of urine of mares which has been freed from its ketonic constituents, to the action of benzoyl chloride in the presence of aqueous alkali for a short time at low temperature, followed by esterification of the free hydroxyl group with monochloracetic acid, then formation of the quaternary ammonium salts of these esters by means of tertiary bases, and separation of these salts from other phenolic compounds by fractional crystallization from aqueous solution, and finally isolating the free oestradiol or its 3-benzoate by partial or complete saponification. In examples, (1) a hydrolyzed extract of the urine of mares which has been freed from its ketonic constituents by means of hydrazo-carboxymethyltrimethylammonium chloride is treated in dioxane solution at room temperature with normal caustic potash solution, and is then shaken for ten minutes with a twice normal solution of benzoyl chloride in dioxane solution. The alkaline solution is extracted with ether, and the oily residue after the removal of the ether is treated in dioxane solution with monochloracetic anhydride. The mixed ester thus produced is converted into a quaternary ammonium salt by treatment with trimethylamine in benzene solution. Water is added and from the aqueous layer the 3-monobenzoate of oestradiol is isolated by fractional crystallization and saponification; (2) the ketone free phenolic portion obtained as in example (1) is benzoylated as before, and then esterified by boiling with monochloracetic acid in toluene. The toluene solution after being freed from excess of monochloracetic acid with bicarbonate is treated with pyridine and worked up as in example (1); (3) the same procedure as example (1) is followed except that monochloracetic chloride is used for the esterification. Specification 431,165 is referred to. |
| priorityDate | 1936-11-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 46.