GB1501632A — Aromatic ketones having cardiovascular activity

USPTO Abstract

1501632 3 - Tert - butyl - 2 - hydroxy - 1- phenoxypropanes CM INDUSTRIES 25 June 1975 [28 June 1974] 28925/74 Heading C2C Novel compounds I in which R<SP>2</SP> is C 1-4 alkyl, R<SP>3</SP> is H or C 1-4 alkyl and R<SP>4</SP> is halogen, in racemic or optically active form, and acid addition salts thereof, are prepared by (a) reacting a compound II with a 1-halo-2,3-epoxypropane in the presence of an acid acceptor and a solvent, and treating the resulting compound III with tertiary butylamine in the presence of a solvent, or (b) for compounds I in which R<SP>3</SP> is H and the acyl and ether groups are ortho to each other, by hydrolysing a compound (IV) to give an aldehyde (V) treating this with a Grignard reagent R<SP>2</SP>MgBr to give a corresponding benzyl alcohol, and oxidizing this with chromic acid to give the desired compound I. Pharmaceutical compositions having cardiovascular activity comprise one of the above novel compounds together with a pharmaceutical carrier.