Sodium Cyanide → 2-(p-Prenylphenyl)propionitrile
Reaction equation
Cl[CH:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])=[CH:6][CH:5]=1)[CH3:3].[C-:15]#[N:16].[Na+]>>[CH2:10]([C:7]1[CH:8]=[CH:9][C:4]([CH:2]([CH3:3])[C:15]#[N:16])=[CH:5][CH:6]=1)[CH:11]=[C:12]([CH3:14])[CH3:13]Participants
3
Procedure
A mixture of 21.0 g of 1-chloro-1-(p-prenylphenyl)ethane, 11.3 g of sodium cyanide and 140 ml of dimethylsufoxide was stirred at 60°-65° C. for 7 hours. After cooling, 400 g of ice-water was added and the resulting solution was extracted with n-hexane. The extract was washed with water, concentrated and distilled to give 16.4 g of 2-(p-prenylphenyl)propionitrile, b.p. 108-110 °C/0.28 mmHg.
Workup
- temperatureAfter cooling
- extractionthe resulting solution was extracted with n-hexane
- washThe extract was washed with water
- concentrationconcentrated
- distillationdistilled
Sources & evidence
- ORD record
- ord-74133b1a0cac4a999e37fac10338a28c
- Source dataset
- uspto-grants-1981_02
- Patent number
- US04251543
Reaction notes
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