Acetic Acid → (4-chlorophenyl)(1H-imidazol-2-yl)phenylmethanol

HRID 261936Notes

Reaction equation

HRID 261936 reaction equation
C(OC[N:10]1[CH:14]=[CH:13][N:12]=[C:11]1[C:15]([C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[OH:16])C1C=CC=CC=1.C(O)(=O)C.Cl>O>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([C:15]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:11]2[NH:12][CH:13]=[CH:14][N:10]=2)[OH:16])=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 124339151-[(Benzyloxy)methyl]-alpha-(p-chlorophenyl)-alpha-phenylimidazole-2-methanol

Product 1

HCID 12433863(4-chlorophenyl)(1H-imidazol-2-yl)phenylmethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

About 17 g. (0.042 mol) of 1-[(benzyloxy)methyl]-α-(p-chlorophenyl)-α-phenylimidazole-2-methanol was boiled under reflux in a mixture of 85 ml. of glacial acetic acid, 8.5 ml. of water and 8.5 ml. of concentrated hydrochloric acid solution. Acetic acid was removed by evaporation and the base was liberated by addition of 2 N sodium hydroxide solution. It was crystallised from isopropyl alcohol. Melting point of the product was 162°-165° C.

Workup

  1. temperatureunder reflux in a mixture of 85 ml
  2. customAcetic acid was removed by evaporation
  3. additionthe base was liberated by addition of 2 N sodium hydroxide solution
  4. customIt was crystallised from isopropyl alcohol
  5. customwas 162°-165° C.

Sources & evidence

ORD record
ord-cceeaee25d9846e69e81e02792f0e7c9
Source dataset
uspto-grants-1979_05
Patent number
US04152441

Reaction notes

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