Bromine → 2-Bromo-2'-fluoroacetophenone

HRID 2263174Notes

Reaction equation

HRID 2263174 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[Br:11]Br>C(OCC)C>[Br:11][CH2:9][C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 96744o-Fluoroacetophenone

Product 1

HCID 27374492-Bromo-2'-fluoroacetophenoneYield 75%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1-(2-fluorophenyl)ethanone (5.00 g, 36.2 mmol) in diethyl ether (100 ml) was slowly added dropwise bromine (5.78 g, 36.2 mmol), and the mixture was stirred at room temperature for 4 hours. The reaction solution was distilled off under reduced pressure to give the desired product (5.89 g, 74.9%) as an oil.

Workup

  1. distillationThe reaction solution was distilled off under reduced pressure

Sources & evidence

ORD record
ord-6e5077e35d7d41fa8ae6856a9de8b85f
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…