Water → 2,6-Bis(1,1-dimethylethyl)-4-(methylsulfinyl)phenol

HRID 231590Notes

Reaction equation

HRID 231590 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[C:9]([S:11][CH3:12])[CH:8]=[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:17])([CH3:4])[CH3:3].ClC1C=C(C=CC=1)C(OO)=[O:23].O>ClCCl>[CH3:14][C:13]([C:7]1[CH:8]=[C:9]([S:11]([CH3:12])=[O:23])[CH:10]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[C:6]=1[OH:17])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 144799522,6-Bis(1,1-dimethylethyl)-4-(methylthio)phenol

Product 1

HCID 144799532,6-Bis(1,1-dimethylethyl)-4-(methylsulfinyl)phenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2,6-bis(1,1-dimethylethyl)-4-(methylthio)phenol (2.0 g, 3.9 mmole) and meta-chloroperoxybenzoic acid (0.86 g, 4.1 mmole) in dichloromethane (25 ml) was stirred at room temperature for 20 hours. Water was added and the phases were separated. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to dryness. Chromatography on silica gel gave the title compound, m.p. 171°-173°.

Workup

  1. customthe phases were separated
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo to dryness

Sources & evidence

ORD record
ord-e477540cbd244261a06c988aff74f60a
Source dataset
uspto-grants-1989_07
Patent number
US04847305

Reaction notes

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