Water → Benzenebutanenitrile
Reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C-]#[N:13].[Na+].O>C(O)C>[C:6]1([CH2:5][CH2:4][CH2:3][C:2]#[N:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 1-bromo-4-phenylbutane (58.8 g, 0.24 mole) and sodium cyanide (25 g, 0.5 mole) in ethanol (300 ml)-water (100 ml) is heated at reflux with stirring for 5 hours. The resulting reaction mixture is concentrated in vacuo and extracted with ether. The ethereal extract is filtered and evaporated at reduced pressure to afford the title compound which is purified by distillation.
Workup
- temperatureis heated
- temperatureat reflux
- customThe resulting reaction mixture
- concentrationis concentrated in vacuo
- extractionextracted with ether
- extractionThe ethereal extract
- filtrationis filtered
- customevaporated at reduced pressure
Sources & evidence
- ORD record
- ord-4452a13b4caa4deea43bee9374ff835c
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04375475
Reaction notes
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