Acetone → HCID 59296692, compound

HRID 38805Notes

Reaction equation

HRID 38805 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-b70dc33b0c5f43ab8af715075924dc72
Source dataset
uspto-grants-2013_09
Patent number
US08524756B2

Reaction notes

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