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

HRID 35591ノート

反応式

HRID 35591 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 8269741-(3-Hydroxybenzyl)piperidine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-89f7153ba59246a183e586c34cf69726
出典データセット
uspto-grants-1988_08
特許番号
US04767769

反応ノート

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