Thionyl Chloride → 1-(2-Chloro-4-phenylbutyl)imidazole hydrochloride

HRID 1678985Notes

Reaction equation

HRID 1678985 reaction equation
O[CH:2]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.S(Cl)([Cl:19])=O>ClCCl>[ClH:19].[Cl:19][CH:2]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 134573551-(2-Hydroxy-4-phenylbutyl)imidazole

Product 1

HCID 203652681-(2-Chloro-4-phenylbutyl)imidazole hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.00 g. of 1-(2-hydroxy-4-phenylbutyl) imidazole in 40 ml. of dichloromethane was treated with 1 ml. of thionyl chloride with stirring and the solution heated to gentle reflux for one hour. Evaporation to dryness afforded 1-(2-chloro-4-phenylbutyl) imidazole hydrochloride as a white solid.

Workup

  1. temperaturethe solution heated
  2. temperatureto gentle reflux for one hour
  3. customEvaporation to dryness

Sources & evidence

ORD record
ord-34751d25808c422b92aac66fa3792dfd
Source dataset
uspto-grants-1978_03
Patent number
US04078071

Reaction notes

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