4-(4-Chlorophenyl)-4-hydroxypiperidine → HCID 21394630, compound

HRID 460764Notes

Reaction equation

HRID 460764 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:16])[S:11][C:12]=2[CH2:13][CH2:14][Cl:15])=[CH:4][CH:3]=1.[OH:17][C:18]1([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>C1(C)C=CC=CC=1>[ClH:15].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:16])[S:11][C:12]=2[CH2:13][CH2:14][N:21]2[CH2:20][CH2:19][C:18]([OH:17])([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[CH2:23][CH2:22]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 15462098HCID 15462098, compound

Product 1

HCID 21394630HCID 21394630, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 10 g of 4-p-fluorophenyl-5-β-chloroethyl-4-thiazolin-2-one, 16.4 g of 4-hydroxy-4-(p-chlorophenyl)-piperidine, and a catalytic quantity of KI in 200 cc of toluene is heated in a closed tube for 35 hours. The solid present is filtered off and the filtrate is shaken with a 1:1 solution of HCl. A solid precipitates and is dissolved in acetone and recrystallised. M.P. = 192° C (from alcohol).

Workup

  1. filtrationThe solid present is filtered off
  2. customA solid precipitates
  3. dissolutionis dissolved in acetone
  4. customrecrystallised

Sources & evidence

ORD record
ord-09ea1cbc118d479eae232ffb6c514995
Source dataset
uspto-grants-1977_12
Patent number
US04061637

Reaction notes

Loading…