4-Bromophenol → 4-Bromo-2-tert-butylphenol

HRID 22998

Reaction equation

HRID 22998 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10](=[CH2:12])[CH3:11]>>[C:10]([C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[OH:8])([CH3:12])([CH3:11])[CH3:9]

Participants

3

Reactant 2

HCID 78084-BromophenolHCID 8255Isobutylene

Product 1

HCID 970684-Bromo-2-tert-butylphenol

Conditions

Temperature
80 °C

Procedure

80.00 g (426.0 mmol) of 4-bromophenol and 8.00 g of Dowex 50WX8 sulphonic acid resin are mixed in a 250 ml three-necked flask. The mixture is heated to 80° C. and a stream of isobutylene is passed through for 30 hours. The reaction mixture is cooled and the residue is purified by passing through a silica column eluted with a mixture composed of 95% dichloromethane and of 5% heptane. 88.00 g (90%) of the expected compound are collected in the form of a yellow oil.

Workup

  1. customis passed through for 30 hours
  2. temperatureThe reaction mixture is cooled
  3. customthe residue is purified
  4. washeluted with a mixture
  5. custom88.00 g (90%) of the expected compound are collected in the form of a yellow oil

Sources & evidence

ORD record
ord-e13260ce32574b5b9e5417084cc467b0
Source dataset
uspto-grants-2005_02
Patent number
US06849658B2

Linked notes

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