硼氢化钾 → 4-[alpha-(p-Tert-butylphenyl)-alpha-hydroxybenzyl]-alpha-phenyl-1-piperidinebutanol

HRID 267193

反应方程式

HRID 267193 反应方程式
Cl.[C:2]([C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH:20]2[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[O:30])[CH2:22][CH2:21]2)([OH:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3].C[O-].[Na+].[BH4-].[K+]>CO.O>[C:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]([CH:20]2[CH2:21][CH2:22][N:23]([CH2:26][CH2:27][CH2:28][CH:29]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[OH:30])[CH2:24][CH2:25]2)([OH:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][CH:11]=1)([CH3:5])([CH3:3])[CH3:4]

参与物

6

实验过程

To a mixture of 4.2 g (0.0083 mole) of 4-[4-[α-(p tert-butylphenyl)-α-hydroxybenzyl]piperidino]butyrophenone hydrochloride and 0.54 g (0.01 mole) of sodium methoxide in 25 ml of methanol is added 2.16 g (0.04 mole) of potassium borohydride. The reaction mixture is stirred overnight, diluted with water and the methanol removed under reduced pressure. The remaining material is extracted with chloroform, washed with water, dried over magnesium sulfate and filtered. The filtrate is concentrated, and the residue is recrystallized from acetone-water to give 4-[α-(p-tert-butylphenyl)-α-hydroxybenzyl]-α-phenyl-1-piperidinebutanol, M.P. 161°-163°C.

后处理

  1. customthe methanol removed under reduced pressure
  2. extractionThe remaining material is extracted with chloroform
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated
  7. customthe residue is recrystallized from acetone-water

来源与证据

ORD记录
ord-31d54994f1804563936e334fbdce7530
来源数据集
uspto-grants-1976_03
专利号
US03941795

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