Pyridine → 2-Bromo-3-oxo-3-phenylpropanenitrile
Reaction equation
[O:1]=[C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][C:4]#[N:5].N1C=CC=CC=1.[Br:18]Br>C(Cl)(Cl)Cl>[Br:18][CH:3]([C:2](=[O:1])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 45 °C
Procedure
3-Oxo-3-phenylpropionitril (1.5 g, 10 mmol) was dissolved in dry chloroform (10 mL) at 0° C., and pyridine (0.81 mL, 10 mmol) was added. Bromine (4.7 mL, 10 mmol) dissolved in chloroform (4.7 mL) was added dropwise over an hour, then the reaction mixture was heated at 45° C. over night. The reaction mixture was diluted with chloroform and washed with water. The organic phases were dried over sodium sulfate and evaporated to give the crude product, which was used in the next reaction without any further purification.
Workup
- additionwas added dropwise over an hour
- washwashed with water
- dry with materialThe organic phases were dried over sodium sulfate
- customevaporated
Sources & evidence
- ORD record
- ord-435832f38ecb4b87994452347d3a1a85
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07910613B2
Reaction notes
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