Hydrogen Peroxide → HCID 19785710, compound

HRID 256679Notes

Reaction equation

HRID 256679 reaction equation
[OH:1]O.[C:3]([C:7]1[CH:12]=[C:11]([CH2:13][S:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:10]=[C:9]([CH3:23])[C:8]=1[OH:24])([CH3:6])([CH3:5])[CH3:4]>CC(C)=O>[C:3]([C:7]1[CH:12]=[C:11]([CH2:13][S:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:1])[CH:10]=[C:9]([CH3:23])[C:8]=1[OH:24])([CH3:5])([CH3:6])[CH3:4]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 15193178HCID 15193178, compound

Product 1

HCID 19785710HCID 19785710, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.7 g of 30% hydrogen peroxide are added dropwise at 0° C. to 16.1 g (0.05 mol) of 2-tert-butyl-6-methyl-4-(n-octylthiomethyl)phenol, dissolved in 120 ml of acetone. After stirring at room temperature for 26 hours, the solvent is distilled off under reduced pressure. Chromatography on silica gel using methylene chloride/ethyl acetate in a ratio of 9:1 as eluent gives 12.2 g of 2-tert-butyl-6-methyl-4-(octylsulfinylmethyl)phenol as a yellowish oil.

Workup

  1. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-8df09a4b20b2446bb6d231cbc6ffa73d
Source dataset
uspto-grants-1993_11
Patent number
US05258433

Reaction notes

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