m-Chloroperbenzoic acid → HCID 22672113, compound

HRID 1006552Notes

Reaction equation

HRID 1006552 reaction equation
[CH:1]1([S:6]([NH:8][C:9]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:10]=2[O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:39])C=1>C(Cl)Cl.C(OCC)(=O)C>[CH:1]1([S:6]([NH:8][C:9]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:28])[F:29])=[CH:23][C:10]=2[O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)(=[O:39])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 22671960HCID 22671960, compound

Product 1

HCID 22672113HCID 22672113, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 4-(2-cyclopentylsulfinylamino-5-trifluoromethylphenoxymethyl)benzoate (305 mg; prepared in Reference Example 33.) in methylene chloride (4.0 ml), meta-chloroperbenzoic acid (456 mg) was added at 0° C. The mixture was stirred for 1 hour. The reaction mixture was diluted with ethyl acetate, washed, dried over and concentrated under the reduced pressure to give the title compound (317 mg) having the following physical data.

Workup

  1. washwashed
  2. customdried over and
  3. concentrationconcentrated under the reduced pressure

Sources & evidence

ORD record
ord-8e4f78ce7e9f4a2f988a1a1e042762b3
Source dataset
uspto-grants-2004_09
Patent number
US06790866B2

Reaction notes

Loading…