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

HRID 267976

反応式

HRID 267976 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0999aa34735c40f8adce64a580f06ea6
出典データセット
uspto-grants-1976_03
特許番号
US03946022

関連ノート

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