반응 #63869

반응 방정식

hydrochloric acid

Sodium borohydride

3-hydroxybenzaldehyde

piperidine

→

N-3-hydroxybenzylpiperidine

용매

water

ethanol

반응 조건

후처리

1. 1
   온도cooled in an ice-water bath
2. 2
   추출The acidified mixture was extracted with ethyl acetate
3. 3
   workup.ADDITIONby the addition of aqueous ammonia solution (S.G. 0.880)

실험 절차

Sodium borohydride (1.52 g) was added to a stirred solution of 3-hydroxybenzaldehyde (4.9 g) and piperidine (6.8 g) in ethanol (25 ml) cooled in an ice-water bath. The mixture was stirred at ambient temperature for 16 hours and then poured into water (250 ml) and the resulting mixture acidified with 2N hydrochloric acid. The acidified mixture was extracted with ethyl acetate and the aqueous phase was made alkaline by the addition of aqueous ammonia solution (S.G. 0.880) to yield N-3-hydroxybenzylpiperidine (m.p. 135°-139° C.) as a colourless solid.

출처