m-Chloroperbenzoic acid → HCID 13089329, compound

HRID 1703148Notes

Reaction equation

HRID 1703148 reaction equation
[Cl:1][CH:2]([S:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[Cl:3].ClC1C=CC=C(C(OO)=[O:20])C=1>C(Cl)Cl>[Cl:1][CH:2]([S:4]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:20])[Cl:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13089328HCID 13089328, compound

Product 1

HCID 13089329HCID 13089329, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reactant benzyl dichloromethyl sulfoxide was prepared by dissolving 15.4 grams (g) of benzyl dichloromethyl sulfide in 100 milliliters (ml) of methylene chloride. The solution was cooled in an ice-bath and 15 g of 85% 3-chloroperbenzoic acid was added. After stirring overnight at room temperature, the solution was washed with a 5% solution of potassium carbonate. It was then dried and the solvent evaporated, yielding 15.5 g of solid white benzyl dichloromethyl sulfoxide (m.p. 84°-90° C.). Structure was confirmed by infrared spectraphotometric analysis (IR), and nuclear magnetic resonance spectrum (NMR).

Workup

  1. temperatureThe solution was cooled in an ice-bath
  2. washthe solution was washed with a 5% solution of potassium carbonate
  3. customIt was then dried
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-51d0ec77d409492aa5afab3e611ef5c6
Source dataset
uspto-grants-1982_09
Patent number
US04351665

Reaction notes

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