2-Bromophenol → 3-Bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 858273Notes

Reaction equation

HRID 858273 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].Cl[C:10]([CH3:18])([CH2:12][CH2:13][C:14](Cl)([CH3:16])[CH3:15])[CH3:11]>>[Br:1][C:2]1[C:3]([OH:8])=[CH:4][C:5]2[C:10]([CH3:18])([CH3:11])[CH2:12][CH2:13][C:14]([CH3:16])([CH3:15])[C:6]=2[CH:7]=1

Participants

3

Reactant 2

HCID 72442-BromophenolHCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-

Product 1

HCID 107793113-Bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-olYield 78.4%

Procedure

In a manner similar to that of Example 36(a), by reaction of 67.14 g (388.0 mmol) of 2-bromophenol with 71.10 g (388.0 mmol) of 2,5-dichloro-2,5-dimethylhexane, 86.13 g (78%) of the expected product are obtained in the form of a white solid with a melting point of 90–94° C.

Sources & evidence

ORD record
ord-67f63e38947a4e5a88e855729bbc17db
Source dataset
uspto-grants-2006_12
Patent number
US07148245B2

Reaction notes

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