Bromine → 4-(Bromoacetyl)benzonitrile

HRID 1784697Notes

Reaction equation

HRID 1784697 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]#[N:11])=[CH:6][CH:5]=1)=[O:3].[Br:12]Br>ClCCl>[C:10]([C:7]1[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH2:1][Br:12])=[CH:5][CH:6]=1)#[N:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 740444'-Cyanoacetophenone

Product 1

HCID 986544-(Bromoacetyl)benzonitrileYield 101.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-cyanoacetophenone (11.32 g, 77.98 mmol) in dichloromethane (200 mL) was added bromine (4.00 mL, 78.0 mmol) dropwise at room temperature. After stirring several minutes, the reaction mixture was washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to afford 4-cyanophenacyl bromide (17.73 g) as a white solid.

Workup

  1. washthe reaction mixture was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-03eb49fdf0444d6d8aa0fdb011cd32d7
Source dataset
uspto-grants-2009_03
Patent number
US07504411B2

Reaction notes

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