p-Tolunitrile → 4-Cyanophenylacetonitrile
Reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.C1(C)C=CC([C:17]#[N:18])=CC=1>>[C:17]([C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1)#[N:18]Participants
3
Procedure
4-bromomethylbenzonitrile (white crystal), 2.0 g (yield: 51.0%), were obtained according to the same method as that of synthesis of 4-iodophenylacetonitrile of Example 5 except that 2.34 g (20 mmole) of p-tolunitrile (purchased from Tokyo Kasei) were used. Subsequently, 438 mg (yield: 34.2%) of light yellow crystals of 4-cyanophenylacetonitrile were obtained according to the same method as that of synthesis of 4-iodophenylacetonitrile of Example 5 except that 1.76 g (9.0 mmole) of the above 4-bromomethylbenzonitrile were used and that purification was performed according to silica gel column chromatography and recrystallization.
Sources & evidence
- ORD record
- ord-5c6d45c7818c435d8c1acdad00e04065
- Source dataset
- uspto-grants-1996_12
- Patent number
- US05589506
Reaction notes
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