3-Hydroxybenzaldehyde → 1-(3-Hydroxybenzyl)piperidine

HRID 35591노트

반응식

HRID 35591 반응식
[BH4-].[Na+].[OH:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.Cl>C(O)C.O>[OH:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

참가 물질

7

반응물 4

HCID 1013-HydroxybenzaldehydeHCID 313Hydrochloric AcidHCID 8082PiperidineHCID 4311764Sodium borohydride

생성물 1

HCID 8269741-(3-Hydroxybenzyl)piperidine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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.

후처리

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

출처 및 근거

ORD 기록
ord-89f7153ba59246a183e586c34cf69726
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767769

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