m-Chloroperbenzoic acid → HCID 86637603, compound

HRID 1406265Notes

Reaction equation

HRID 1406265 reaction equation
[C:1]1([CH3:18])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][CH2:12][S:13][C:14]([F:17])([F:16])[F:15])(=[O:9])=[O:8])=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:27])C=1>ClCCl>[C:1]1([CH3:18])[CH:2]=[CH:3][C:4]([S:7]([O:10][CH2:11][CH2:12][S:13]([C:14]([F:16])([F:17])[F:15])=[O:27])(=[O:8])=[O:9])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86637604HCID 86637604, compound

Product 1

HCID 86637603HCID 86637603, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 600 mg (2.0 mmol) of trifluoromethylthioethyl p-toluenesulfonate in 10 mL of dichloromethane at 20 to 25° C. was added 493 mg (2.2 mmol of peracid) of 77% m-chloroperbenzoic acid. After stirring for about 12 hours, the mixture was washed with aqueous sodium sulfite, aqueous sodium bicarbonate, and the organic layer was dried using phase separating paper. Removal of solvent by rotoevaporation gave 630 mg (2.0 mmol, 100% yield) of trifluoromethylsulfinylethyl p-toluenesulfonate.

Workup

  1. washthe mixture was washed with aqueous sodium sulfite, aqueous sodium bicarbonate
  2. customthe organic layer was dried
  3. customseparating paper
  4. customRemoval of solvent by rotoevaporation

Sources & evidence

ORD record
ord-8db2eab8b0944bf39398c030feb31d35
Source dataset
uspto-grants-2014_12
Patent number
US08916592B2

Reaction notes

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