m-Chloroperbenzoic acid → HCID 178434810, compound

HRID 1433207Notes

Reaction equation

HRID 1433207 reaction equation
[C:1]([Si:5]([CH3:38])([CH3:37])[O:6][C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:36]=[CH:35][C:19]2[NH:20][C:21]([CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[N:22][C:18]=2[CH:17]=1)=[CH:8][CH3:9])([CH3:4])([CH3:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:44]>C(Cl)Cl>[C:1]([Si:5]([CH3:38])([CH3:37])[O:6][C:7]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]2[CH:36]=[CH:35][C:19]3[NH:20][C:21]([CH2:23][O:24][C:25]4[CH:26]=[CH:27][C:28]([C:31]([F:32])([F:34])[F:33])=[CH:29][CH:30]=4)=[N:22][C:18]=3[CH:17]=2)[CH:8]([CH3:9])[O:44]1)([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178460609HCID 178460609, compound

Product 1

HCID 178434810HCID 178434810, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-{2-[1-(tert-butyl-dimethyl-silanyloxy)-propenyl]-phenyl}-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole (0.052 g, 0.0965 mmol) in CH2Cl2 (4 mL) at rt was added m-chloroperoxybenzoic acid (77% max, 0.035 g, 0.154 mmol). After stirring for 2 hours, the reaction mixture was concentrated, and the residue was purified by chromatography (silica, hexanes: EtOAc, 2:1) to afford the title compound as a yellow oil (0.050 g, 94%).

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was purified by chromatography (silica, hexanes: EtOAc, 2:1)

Sources & evidence

ORD record
ord-f404e5428a15490a846194a4d1030c59
Source dataset
uspto-grants-2009_11
Patent number
US07612211B2

Reaction notes

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