Water → 3-(2-Bromoacetyl)benzonitrile

HRID 251821Notes

Reaction equation

HRID 251821 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10])(=[O:5])[CH3:4].O>CCOCC>[Br:1][CH2:4][C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 802223-Acetylbenzonitrile

Product 1

HCID 27358673-(2-Bromoacetyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Br2 (1 mmol) was dropwise added to a solution of 3-acetylbenzonitrile (1 mmol) in Et2O (15 ml) at 0° C., and then the mixture was stirred at r.t. for 4 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2SO4, and was concentrated to give an oil, i.e., 3-(2-bromoacetyl)benzonitrile, which was directly used for the next step without purification.

Workup

  1. extractionthe mixture was extracted with EtOAc
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-bc195a55eb7041ccb0c4ce7b56ac6d09
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Reaction notes

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