7-(3-Acetylphenyl)-1-phenyl-5-trifluoromethylbenzimidazole → 7-(3-(2-Hydroxy-2-propyl)phenyl)-1-phenyl-5-trifluoromethylbenzimidazole

HRID 644547Notes

Reaction equation

HRID 644547 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:15]3[N:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:17]=[N:18][C:14]=3[CH:13]=[C:12]([C:25]([F:28])([F:27])[F:26])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[CH3:29][Mg]Br>O1CCCC1>[OH:3][C:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:15]3[N:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:17]=[N:18][C:14]=3[CH:13]=[C:12]([C:25]([F:27])([F:28])[F:26])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([CH3:29])[CH3:2]

Participants

4

Reactant 2

HCID 114289357-(3-Acetylphenyl)-1-phenyl-5-trifluoromethylbenzimidazoleHCID 178418573HCID 178418573, compound

Product 1

HCID 114293797-(3-(2-Hydroxy-2-propyl)phenyl)-1-phenyl-5-trifluoromethylbenzimidazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-cooled solution of 7-(3-acetylphenyl)-1-phenyl-5-trifluoromethylbenzimidazole ((0.76 g, 2.0 mmol) in anhydrous tetrahydrofurane (5 ml) was added a solution of methylmagnesium bromide (1.0 ml, 3M) dropwise over 5 min. The ice-bath was removed and the mixture was stirred at ambient temperature for 4 hours. Aqueous ammonium chloride, and subsequently ethyl acetate, was added.

Workup

  1. customThe ice-bath was removed
  2. additionAqueous ammonium chloride, and subsequently ethyl acetate, was added

Sources & evidence

ORD record
ord-d7bd88d3593d4e99acc56c71320aa701
Source dataset
uspto-grants-2010_04
Patent number
US07700638B2

Reaction notes

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