4-Bromophenol → 4-Bromo-2-(1,1-dimethyldecyl) phenol

HRID 249028Notes

Reaction equation

HRID 249028 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([Br:8])[CH:2]=1.[CH3:9][C:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH2:11]>>[Br:8][C:3]1[CH:4]=[CH:5][C:6]([OH:7])=[C:1]([C:10]([CH3:9])([CH3:11])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:2]=1

Participants

3

Reactant 2

HCID 78084-BromophenolHCID 876892-Methyl-1-undecene

Product 1

HCID 136335564-Bromo-2-(1,1-dimethyldecyl) phenolYield 49.2%

Conditions

Temperature
110 °C

Procedure

A mixture of p-bromophenol (25.85 g, 149 mmoles) and 2-methylundec-1-ene (25.15 g, 149 mmoles) is stirred at 110° C. for 48 hours in the presence of an acid resin (Dowex 50×12, 3 g). The resulting mixture is purified by chromatography on a silica column (eluant: 50/50 mixture of dichloromethane and hexane), yielding 25.04 g (49% yield) of 4-bromo-2-(1,1-dimethyldecyl) phenol in the form of a light yellow oil.

Workup

  1. customThe resulting mixture is purified by chromatography on a silica column (eluant: 50/50 mixture of dichloromethane and hexane)

Sources & evidence

ORD record
ord-f059b9082bd44f958ee4b66ef877ede9
Source dataset
uspto-grants-1993_05
Patent number
US05212203

Reaction notes

Loading…