2-Furan-2-yl-5-hydroxy-benzonitrile → 3-Aminomethyl-4-furan-2-yl-phenol
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:7]=1[C:8]#[N:9]>CCO.[Ni]>[NH2:9][CH2:8][C:7]1[CH:10]=[C:11]([OH:14])[CH:12]=[CH:13][C:6]=1[C:2]1[O:1][CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
2-Furan-2-yl-5-hydroxy-benzonitrile (100 mg, 0.54 mmol) is dissolved in EtOH (10 mL) to which Raney Ni (excess) is added. The mixture is subjected to hydrogenation under H2 (50 psi) for overnight. The mixture is then filtered and solvent removed to afford the crude product, which is carried over to the next step without further purification.
Workup
- additionis added
- filtrationThe mixture is then filtered
- customsolvent removed
Sources & evidence
- ORD record
- ord-ca705e41da33488d8c0cd2a9c67c278a
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07713994B2
Reaction notes
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