2,6-Di-tert-butylphenol → 4,4'-Dihydroxybiphenyl

HRID 329493Notes

Reaction equation

HRID 329493 reaction equation
C(C1C=CC=C(C(C)(C)C)C=1O)(C)(C)C.C([C:20]1[CH:21]=[C:22]([C:31]2[CH:36]=[C:35](C(C)(C)C)[C:34]([OH:41])=[C:33](C(C)(C)C)[CH:32]=2)[CH:23]=[C:24](C(C)(C)C)[C:25]=1[OH:26])(C)(C)C>C1(O)C=CC=CC=1.S(=O)(=O)(O)O>[CH:23]1[C:22]([C:31]2[CH:36]=[CH:35][C:34]([OH:41])=[CH:33][CH:32]=2)=[CH:21][CH:20]=[C:25]([OH:26])[CH:24]=1

Participants

5

Reactant 2

HCID 314052,6-Di-tert-butylphenolHCID 671854,4'-Bis(2,6-di-tert-butylphenol)

Product 1

HCID 71124,4'-Dihydroxybiphenyl

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 996PhenolSolvent

Procedure

A starting material which was a mixture of 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone (0.46 g), 2,6-di-t-butylphenol (0.34 g) and 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl (8.56 g) was subjected to reaction at 180° C. for 6 hours in a nitrogen gas atmosphere using 20 g of phenol as a solvent and 0.04 g of sulfuric acid as a catalyst. As a result, p,p'-biphenol was obtained in an amount of 3.35 g (yield, 79.9%).

Workup

  1. customwas subjected to reaction at 180° C. for 6 hours in a nitrogen gas atmosphere

Sources & evidence

ORD record
ord-f45007c2bd324c71a173e6b79066ba86
Source dataset
uspto-grants-1990_01
Patent number
US04891453

Reaction notes

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