Acetone → 1-(Benzyloxy)-4-bromo-2-methoxybenzene

HRID 645911Notes

Reaction equation

HRID 645911 reaction equation
[Br:1][C:2]1[CH:7]=CC=C[C:3]=1O.[C:9]([O-:12])([O-])=O.[K+].[K+].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[CH3:23][C:24]([CH3:26])=[O:25]>>[CH2:15]([O:25][C:24]1[CH:26]=[CH:7][C:2]([Br:1])=[CH:3][C:23]=1[O:12][CH3:9])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 72442-BromophenolHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

Product 1

HCID 36131281-(Benzyloxy)-4-bromo-2-methoxybenzeneYield 94%

Procedure

A mixture of bromo phenol 1 (10.0 g, 49.2 mmol), K2CO3 (10.2 g, 73.9 mmol) and benzyl bromide (6.2 mL, 51.7 mmol) in acetone (100 mL) was stirred at room temperature for 18 h. Volatiles were evaporated to yield 2 (14.7 g, 94%) as a colorless syrup which upon standing transformed into a white solid.

Workup

  1. customVolatiles were evaporated

Sources & evidence

ORD record
ord-95b9c8dcb4aa42ecb04022dd1976614d
Source dataset
uspto-grants-2010_04
Patent number
US07705021B2

Reaction notes

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