Bromine → 2-bromo-1-(2,5-difluorophenyl)propan-1-one

HRID 565438Notes

Reaction equation

HRID 565438 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].[Br:13]Br>C(OCC)C>[Br:13][CH:10]([CH3:11])[C:9]([C:3]1[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=1[F:1])=[O:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 1201372',5'-Difluoropropiophenone

Product 1

HCID 221113352-bromo-1-(2,5-difluorophenyl)propan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2′,5′-difluoropropiophenone (2.12 g) in diethyl ether (20 ml) under ice-cooling was added bromine dropwise, and the mixture was stirred at room temperature overnight. To this reaction mixture was added ice and the diethyl ether layer was separated, followed by washing with water and saturated aqueous solution of sodium hydrogen carbonate in that order and dried over anhydrous magnesium sulfate (MgSO4). The ether layer was concentrated under reduced pressure to provide the title compound.

Workup

  1. additionTo this reaction mixture was added ice
  2. customthe diethyl ether layer was separated
  3. washby washing with water and saturated aqueous solution of sodium hydrogen carbonate in that order
  4. dry with materialdried over anhydrous magnesium sulfate (MgSO4)
  5. concentrationThe ether layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d814b0b583cd4e30968c3e9452de0694
Source dataset
uspto-grants-2001_01
Patent number
US06172102B2

Reaction notes

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