4,4'-Dihydroxybiphenyl → 2,6-Di-tert-butylphenol
Reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([OH:15])[C:6]=1[C:16]1[C:17]([OH:30])=[CH:18][C:19]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:20][C:21]=1[C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:4])([CH3:3])[CH3:2].C1(O)C=CC(C2C=CC([OH:43])=CC=2)=CC=1>>[C:1]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:10]=1[OH:43])([CH3:4])([CH3:3])[CH3:2].[C:22]([C:21]1[CH:20]=[C:19]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:18]=[C:17]([OH:30])[C:16]=1[C:6]1[C:7]([OH:15])=[CH:8][C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:10][C:5]=1[C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:23])([CH3:24])[CH3:25]Participants
Procedure
In the production of 3,3',5,5'-tetra-t-butylbiphenol, which is an intermediate of 4,4'biphenol, from 2,6-di-t-butylphenol as a starting material, the second process for producing 3,3',5,5'-tetra-t-butylbiphenol according to the present invention enables obtaining 3,3',5,5'-tetra-t-butylbiphenol in high yield with the full utilization of 2,6-di-t-butylphenol charged in the reaction vessel without detriment to the selectivity of 3,3',5,5'-tetra-t-butylbiphenol. Although the average degree of oxidation of 2,6-di-t-butylphenol is in the range of about 70 to 80 mol % in the conventional process for producing 3,3',5,5'-tetra-t-butylbiphenol, the degree of oxidation of 2,6-di-t-butylphenol can be as high as, for example, 95 mol % in the second process for producing 3,3',5,5'-tetra-t-butylbiphenol according to the present invention.
Sources & evidence
- ORD record
- ord-fb15b28e30a043819695d1ee28c974c0
- Source dataset
- uspto-grants-2000_09
- Patent number
- US06118029
Reaction notes
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