Hydrogen Bromide → 3-[2-(4-Cyclohexylpiperazin-1-yl)-2-phenylethyl]phenol

HRID 1679428Notes

Reaction equation

HRID 1679428 reaction equation
Cl.Cl.[CH:3]1([N:9]2[CH2:14][CH2:13][N:12]([CH:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([O:23]C)[CH:18]=3)[CH2:11][CH2:10]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Br>C(O)(=O)C>[CH:3]1([N:9]2[CH2:10][CH2:11][N:12]([CH:15]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([OH:23])[CH:18]=3)[CH2:13][CH2:14]2)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 12466869HCID 12466869, compound

Product 1

HCID 1296313-[2-(4-Cyclohexylpiperazin-1-yl)-2-phenylethyl]phenol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of dl-1-cyclohexyl-4-[2-(3-methoxyphenyl)-1-phenylethyl]piperazine dihydrochloride (3.3 g), 47% hydrobromic acid (33 ml) and glacial acetic acid (16 ml) is refluxed for 5 hours. The reaction mixture is allowed to cool and the precipitated crystals are collected by filtration, washed with acetone and recrystallized from methanol to give the desired compound as dihydrobromide (2.9 g), melting point: 268°-270° C.

Workup

  1. temperatureis refluxed for 5 hours
  2. temperatureto cool
  3. filtrationthe precipitated crystals are collected by filtration
  4. washwashed with acetone
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a91e50feace14ef69915cc00328a80d5
Source dataset
uspto-grants-1978_03
Patent number
US04080453

Reaction notes

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