2-Furan-2-yl-5-hydroxy-benzonitrile → 3-Aminomethyl-4-furan-2-yl-phenol

HRID 2236474Notes

Reaction equation

HRID 2236474 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]=1

Participants

4

Reactant 1

HCID 686948832-Furan-2-yl-5-hydroxy-benzonitrile

Product 1

HCID 592998373-Aminomethyl-4-furan-2-yl-phenol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 935NickelSolvent

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

  1. additionis added
  2. filtrationThe mixture is then filtered
  3. customsolvent removed

Sources & evidence

ORD record
ord-ca705e41da33488d8c0cd2a9c67c278a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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