m-Chloroperbenzoic acid → HCID 22769767, compound

HRID 1833929Notes

Reaction equation

HRID 1833929 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13][CH:14]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1>C(Cl)(Cl)Cl>[CH3:12][S:13]([CH:14]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[C:23]1[CH:24]=[CH:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=1)=[O:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 22769761HCID 22769761, compound

Product 1

HCID 22769767HCID 22769767, compoundYield 105%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
0 °C

Procedure

A 50 ml. chloroform solution of 0.014 mole (2.4 grams) of m-chloroperbenzoic acid was slowly added to a stirred, cooled (0° C.), 25 ml. chloroform solution of 3.4 grams (0.0125 mole) of bis(p-methoxyphenyl)methyl methyl sulfide. The solution was kept at 0° C. for 2.5 hours, then warmed to an ambient temperature and maintained there for 2.5 hours, washed with 100 ml. of 10 percent aqueous potassium carbonate solution, 100 ml. of water and dried with Na2SO4. The solvent was removed to give 3.8 grams (105 percent yield) of a pale yellow viscous liquid which crystallized upon standing to an impure, low melting solid (about 90 percent purity) of bis(p-methoxyphenyl)methyl methyl sulfoxide.

Workup

  1. temperaturewarmed to an ambient temperature
  2. temperaturemaintained there for 2.5 hours
  3. washwashed with 100 ml
  4. dry with materialof water and dried with Na2SO4
  5. customThe solvent was removed

Sources & evidence

ORD record
ord-aa854c26efa14520a74a8a6e5a09c078
Source dataset
uspto-grants-1978_01
Patent number
US04067909

Reaction notes

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