Phenol → 4,4'-Dihydroxybiphenyl

HRID 329492Notes

Reaction equation

C([C:5]1[CH:10]=[CH:9][CH:8]=[C:7](C(C)(C)C)[C:6]=1[OH:15])(C)(C)C.S(=O)(=O)(O)O.[C:21]1([OH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH:10]1[C:9]([C:24]2[CH:25]=[CH:26][C:21]([OH:27])=[CH:22][CH:23]=2)=[CH:8][CH:7]=[C:6]([OH:15])[CH:5]=1

Participants

Reactant 3

HCID 996Phenol

HCID 1118Sulfuric Acid

HCID 314052,6-Di-tert-butylphenol

Product 1

HCID 71124,4'-Dihydroxybiphenyl

Procedure

A starting material which was a mixture of 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone (1.0 g) and 2,6-di-t-butylphenol (1.0 g) was subjected to reaction at 180° C. for 1 hour in a nigrogen gas atmosphere using 10 ml of phenol as a solvent. Thereafter, 0.03 g of sulfuric acid was added to the reaction solution as a catalyst and the reaction was continued for an additional 1 hour at 180° C. in a nitrogen gas atmosphere. As a result, p,p'-biphenol was obtained in an amount of 0.56 g (yield, 62.5%).

Workup

customwas subjected to reaction at 180° C. for 1 hour in a nigrogen gas atmosphere

Sources & evidence

ORD record: ord-a57940962c8a40fba20e336147289226
Source dataset: uspto-grants-1990_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04891453

Reaction notes

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