Acetone → HCID 59296692, compound

HRID 2233657Notes

Reaction equation

HRID 2233657 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[N:7]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=2)[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[N:4]=1.CC(C)=[O:24]>>[F:21][C:2]([F:1])([F:20])[C:3]1[N:7]([C:8]2[CH:9]=[CH:10][C:11]([C:12]([OH:24])=[O:13])=[CH:14][CH:15]=2)[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[N:4]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 59296687HCID 59296687, compound

Product 1

HCID 59296692HCID 59296692, compound

Procedure

To a stirred solution of 4-(2-Trifluoromethyl-benzoimidazol-1-yl)-benzaldehyde (0.58 g, 2 mmol) in acetone (25 mL) was added Jones's reagent (1.0 mL, 2.0 M) at 0° C. After stirring at room temperature for 2 h, the mixture was partitioned between EtOAc and saturated NaHCO3 solution. After usual workup, the crude material was separated by silica gel chromatography (50% Hexane/EtOAc to EtOAc) to afford the intermediate acid 4-(2-Trifluoromethyl-benzoimidazol-1-yl)-benzoic acid as a while solid (490 mg).

Workup

  1. customthe mixture was partitioned between EtOAc and saturated NaHCO3 solution
  2. customAfter usual workup, the crude material was separated by silica gel chromatography (50% Hexane/EtOAc to EtOAc)

Sources & evidence

ORD record
ord-04f8a1c038a94148852901be9fba3490
Source dataset
uspto-grants-2010_05
Patent number
US07709518B2

Reaction notes

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