4-Tert-octylphenol → 4-Tert-octylcatechol

HRID 1605629Notes

Reaction equation

HRID 1605629 reaction equation
CCC(OO)=[O:4].[C:7]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:9])[CH3:8]>CC(C)=O>[C:7]([C:15]1[CH:20]=[C:19]([OH:4])[C:18](=[CH:17][CH:16]=1)[OH:21])([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 88144-Tert-octylphenolHCID 65136Perpropionic acid

Product 1

HCID 708284-Tert-octylcatecholYield 58%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The procedure of Example 9 was repeated, except 10.4g (0.1 mol) of perisobutyric acid in the form of about 20 weight% acetone solution was added over 30 minutes in place of perpropionic acid. Consequently, the conversion of para-tert.-octyl phenol was 13.2%, 4-tert.-octyl pyrocatechol was formed in a yield of 58% based on the converted octyl phenol and the conversion of perisobutyric acid was 100%.

Sources & evidence

ORD record
ord-68b802726e934ca9a2f2937935a17169
Source dataset
uspto-grants-1976_04
Patent number
US03950437

Reaction notes

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