m-Chloroperbenzoic acid → HCID 178455005, compound

HRID 1433215Notes

Reaction equation

HRID 1433215 reaction equation
[C:1]([Si:5]([CH3:37])([CH3:36])[O:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:35]=[CH:34][C:18]2[NH:19][C:20]([CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=3)=[N:21][C:17]=2[CH:16]=1)=[CH2:8])([CH3:4])([CH3:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:43]>C(Cl)Cl>[C:1]([Si:5]([CH3:37])([CH3:36])[O:6][C:7]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[CH:35]=[CH:34][C:18]3[NH:19][C:20]([CH2:22][O:23][C:24]4[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:33])[F:32])=[CH:28][CH:29]=4)=[N:21][C:17]=3[CH:16]=2)[CH2:8][O:43]1)([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178477196HCID 178477196, compound

Product 1

HCID 178455005HCID 178455005, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-phenyl}-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole (0.126 g, 0.240 mmol) in CH2Cl2 (5 mL) at rt was added m-chloroperoxybenzoic acid (77% max, 0.161 g, 0.720 mmol). After stirring 1 hour, the reaction mixture was concentrated, and the residue was purified by chromatography (silica, hexanes: EtOAc, 2:1) to afford the title compound as a colorless oil (0.115 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-d619d8ac26c145729915b78e7d345774
Source dataset
uspto-grants-2009_11
Patent number
US07612211B2

Reaction notes

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