Acetone → HCID 59296692, compound

HRID 1879068Notes

Reaction equation

HRID 1879068 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 awhile 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-e0f92a92dd53450a97de5a7d755a7890
Source dataset
uspto-grants-2012_11
Patent number
US08314134B2

Reaction notes

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