3-Methylacetophenone → 2-Bromo-1-(3-methylphenyl)ethan-1-one

HRID 2263301Notes

Reaction equation

HRID 2263301 reaction equation
[Br:1]Br.[CH3:3][C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1>C(OCC)C>[Br:1][CH2:11][C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH3:3])[CH:5]=1)=[O:12]

Participants

4

Reactant 2

HCID 114553-MethylacetophenoneHCID 24408Bromine

Product 1

HCID 100361292-Bromo-1-(3-methylphenyl)ethan-1-oneYield 95.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (2.38 g, 14.9 mmol) was slowly added dropwise to a solution of 1-[3-methylphenyl]ethanone (2.00 g, 14.9 mmol) in diethyl ether (50 ml), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was distilled off under reduced pressure to give 3.03 g (95.3%) of the desired product as an oil.

Workup

  1. distillationThe reaction mixture was distilled off under reduced pressure

Sources & evidence

ORD record
ord-efc3a7bb85cc41cfa0c2daeff8dc6926
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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