(Z)-2-amino-6-(prop-1-enyl)benzonitrile → 2-Amino-6-n-propylbenzonitrile
Reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6](/[CH:10]=[CH:11]\[CH3:12])[C:3]=1[C:4]#[N:5]>CCO.[Pd]>[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH2:11][CH3:12])[C:3]=1[C:4]#[N:5]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
(Z)-2-Amino-6-(prop-1-enyl)benzonitrile (Example 131b) (0.45 g, 2.82 mmol) and 10% Pd/C (0.17 g) were stirred in EtOH (15 mL) under a hydrogen atmosphere for 4 h. The catalyst was filtered out, and the organic layer was concentrated under vacuum to give 0.43 g (96%) of 2-amino-6-n-propylbenzonitrile as yellow oil, which was used without further purification. MS 161 (MH+).
Workup
- filtrationThe catalyst was filtered out
- concentrationthe organic layer was concentrated under vacuum
Sources & evidence
- ORD record
- ord-b520c6690fb542ad8d548dec746168e2
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08633186B2
Reaction notes
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