5- (2,3-epoxy-propoxy) -3,4-dihydro-1 (2H) -naphthalenone, for use as an intermediate in the preparation of 5- 3- (tert-butylamino) -2-hydroxy-propoxy -3 , 4-dihydro-1 (2H) -naphthalenone, or acid addition salts thereof.

摘要

1,223,527. Tetralone derivatives. WARNERLAMBERT PHARMACEUTICAL CO. 22 Aug., 1969 [23 Sept., 1968], No. 41987/69. Heading C2C. Novel compounds I in which R 1 is H or 1-6 C alkyl; R 2 1-6 C alkyl, 2-6 C alkenyl, cycloalkyl or cycloalkylalkyl, each of up to 7 C or aralkyl (optionally substituted); R 3 and R 4 are H, halo, OH, NO 2 , NH 2 , acylamino, sulphonamido, 1-6 C alkyl, or OR 7 (R 7 is 1-6 C alkyl, 2-6 C alkenyl or optionally substituted aralkyl); R 5 and R 6 are H, 1-6 C alkyl, or aralkyl and the propanolamine side chain being in the 5, 6 or 7 position and their salts, O-esters, oximes, semicarbazides, thiosemicarbazides, hydrazones, and oxazolidine and oxazolidinone derivatives are prepared by reaction of compounds II with XCH 2 CHOHCH 2 X or the epoxide of XCH 2 -CH=CH 2 wherein X is halo, followed by reaction with HNR 1 R 2 . Intermediates isolated are 2,2-dimethyl-6- methoxy-1-tetralone (A) prepared from 6-methoxy-1-tetralone and CH 3 I/NaH; 2,2-dimethyl-6- hydroxy - 1 - tetralone prepared from (A) by reaction with HBr/Acetic acid; and the 1-cyclo hexylimino derivative of 5-(3-cyclohexylamino-2- hydroxy - 1 - propyloxy - 1 - tetralone hydrochloride prepared from 5-(2,3-epoxy-1-propyloxy)-1-tetralone and hexylamine. Pharmaceutical compositions comprise a compound I together with a suitable carrier, are administered orally or parenterally and are #-adrenergic blocking agents.