abstract |
A-AMINOALKYL-4-HYDROXY-3-CARBONALKOXYAMINOBENZYL ALCOHOLS HAVING B-ADRENEGIC STIMULANT ACTIVITY, PARTICULARLY AS SELECTIVE BROCHODILATORS, ARE PREPARED FROM 3-AMINO4-BENZYLOXYPHENONES BY CONVERSION TO AN ISOCYNATE, REACTION WITH A LOWER ALKANOL TO GIVE 3-CARBOALKOXYAMINOPHENONES, BROMINATION OF THESE PHENONES AND TREATMENT OF THE RESULTING A-BROMO DERIVATIVES WITH AN N-BENZYL SECONDARY AMINE, FOLLOWED BY CATALYTIC HYDROGENATION TO REMOVE THE BENZYL GROUPS AND REDICE THE KETONE MOIETY. |