http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-708911-A
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D451-06 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D451-06 |
filingDate | 1950-10-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e59cb0a41ef34a2f2770466b323329e5 |
publicationDate | 1954-05-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-708911-A |
titleOfInvention | Manufacture of benzohydryl ethers of amino alcohols in which the amino group is tertiary |
abstract | The invention comprises benzhydryl ethers of tropine, pseudotropine and N-substituted hydroxypiperidines, the methiodide and methochloride of tropine benzhydryl ether, and the hydrohalides of 1 : 2 : 2 : 6 : 6-pentamethyl-4-hydroxypiperidine benzhydryl ether, and the manufacture thereof and of benzhydryl ethers of other aminoalcohols in which the amino group is tertiary, and salts (including quaternary ammonium salts) thereof, by reacting an aminoalcohol of the said kind with diphenyldiazomethane, and, if desired, treating the product with an acid or an alkylating or aralkylating agent. Advantageously the reaction is carried out by heating together approximately equimolecular proportions of the aminoalcohol and diphenyldiazomethane at a temperature approaching the decomposition point of the latter, preferably in the presence of an organic solvent, the reaction mixture is treated with a water-immiscible organic solvent (e.g. benzene, toluene or ether) and an aqueous acid, the aqueous layer is treated with alkali and the basic ether is isolated as such or treated with an acid (e.g. a hydrohalic acid or methanesulphonic acid). Hydrohalides may also be converted into other salts by metathesis, e.g. with silver methanesulphonate. Examples describe the preparation of the following ethers of benzhydrol: (1) and (2) the tropine ether, isolated as hydrobromide; (3) the methiodide and methochloride of the tropine ether; (4) and (5) the methanesulphonate of the tropine ether; (6) the pseudo-tropine ether; (7) the hydrobromide of the N-methyl-4-hydroxypiperidine ether; (8) the hydrochloride of the b -dimethylaminoethyl ether; (9) the hydrobromide of the 1 : 2 : 2 : 6 : 6 - pentamethyl - 4 - hydroxypiperidine ether; (10) the tropine ether (free base). |
priorityDate | 1950-10-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 41.