m-Chloroperbenzoic acid → HCID 13078528, compound

HRID 2164649Notes

Reaction equation

HRID 2164649 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:27])C=1>C(Cl)Cl>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[CH:7][CH:8]=1)=[O:27]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13078526HCID 13078526, compound

Product 1

HCID 13078528HCID 13078528, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 10.0 g (0.0383 mole) of 1-(methylthio)-4-(4-nitrophenoxy)benzene and 7.76 g (0.0383 mole) of 85% 3-chloroperbenzoic acid dissolved in 500 ml of CH2Cl2 was stirred at ambient temperature for 3 days. The reaction mixture was extracted with aqueous K2CO3, water and dried (Na2SO4). Removal of solvent in vacuo afforded 10.3 g (97.2% yield) of product. Recrystallization from 2-propanol yielded purified 1-(methylsulfinyl)-4-(4-nitrophenoxy)benzene, mp 76°-78° C.

Workup

  1. extractionThe reaction mixture was extracted with aqueous K2CO3, water
  2. dry with materialdried (Na2SO4)
  3. customRemoval of solvent in vacuo

Sources & evidence

ORD record
ord-80e5a18200b8468b90c6f1bbfdfa162a
Source dataset
uspto-grants-1985_03
Patent number
US04505929

Reaction notes

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