Chloroform → Ethyl 4'-(1-hydroxyethyl)-4-biphenylcarboxylate

Participants

Reaction Steps

32.2 g (0.12 mol) of ethyl 4'-acetyl-4-biphenylcarboxylate, 150 ml of chloroform and 50 ml of ethanol were supplied into a four-necked flask provided with a stirrer and a thermometer. Then 2.3 g (0.06 mol) of sodium boron hydride was added at 15°-25° C. over a period of 10 minutes. The mixture was maintained at the same temperature for 2 hours and the resulting reaction solution was poured into ice-water and extracted twice with 200 ml of ethyl acetate. The organic layer was washed with water and concentrated under reduced pressure to form 30.8 g (95% yield) of ethyl 4'-(1-hydroxyethyl)-4-biphenylcarboxylate (III-5).

Provenance & Evidence