Potassium Iodide → 4'-Tert-butyl-6-[4-(alpha-hydroxy-alpha-phenylbenzyl)piperidino]caprophenone hydrochloride

HRID 267976

반응식

HRID 267976 반응식
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:38])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][Cl:37])=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22].C(=O)(O)[O-].[K+].[I-].[K+]>C1(C)C=CC=CC=1.O>[ClH:37].[C:21]([C:25]1[CH:26]=[CH:27][C:28]([C:31](=[O:38])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][N:12]2[CH2:13][CH2:14][CH:9]([C:7]([OH:8])([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:10][CH2:11]2)=[CH:29][CH:30]=1)([CH3:24])([CH3:23])[CH3:22]

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 15723AzacyclonolHCID 516893Potassium BicarbonateHCID 215529934'-Tert-butyl-6-chlorocaprophenone

생성물 1

HCID 215529574'-Tert-butyl-6-[4-(alpha-hydroxy-alpha-phenylbenzyl)piperidino]caprophenone hydrochloride

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

A mixture of 22.4 g (0.08 mole) of α,α-diphenyl-4-piperidinemethanol, 23.8 g (0.09 mole) of 4'-tert-butyl-6-chlorocaprophenone, 20 g (0.2 mole) of potassium bicarbonate, 0.1 g of potassium iodide in 300 ml of toluene and 45 ml of water is stirred on a steam bath for about 96 hours after which the organic layer is separated and combined with toluene extracts of the aqueous layer. The combined organic material is washed with water and saturated sodium chloride solution, dried over magnesium sulfate, and filtered. The filtrate is diluted with ether and made acidic with ethereal HCl. The resulting precipitate is recrystallized from methanol-butanone to give 4'-tert-butyl-6-[4-(α-hydroxy-α-phenylbenzyl)piperidino]caprophenone hydrochloride.

후처리

  1. customis separated
  2. washThe combined organic material is washed with water and saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. additionThe filtrate is diluted with ether
  6. customThe resulting precipitate is recrystallized from methanol-butanone

출처 및 근거

ORD 기록
ord-0999aa34735c40f8adce64a580f06ea6
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946022

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