5,5-dimethyl-8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine → 5,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-ylamine
Reaction equation
[CH3:1][C:2]1([CH3:16])[CH2:8][CH2:7][CH2:6][NH:5][C:4]2[CH:9]=[C:10]([N+:13]([O-])=O)[CH:11]=[CH:12][C:3]1=2>CO.[Pd]>[CH3:1][C:2]1([CH3:16])[CH2:8][CH2:7][CH2:6][NH:5][C:4]2[CH:9]=[C:10]([NH2:13])[CH:11]=[CH:12][C:3]1=2Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
5,5-Dimethyl-8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine (350 mg, 1.6 mmol) was dissolved in MeOH. The atmosphere was replaced by Argon and a catalytic amount of Pd/C was added. The atmosphere was replaced by H2 and the reaction was stirred for 72 h at RT. The Pd/C was filtered and the MeOH was removed to give 5,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-ylamine.
Workup
- filtrationThe Pd/C was filtered
- customthe MeOH was removed
Sources & evidence
- ORD record
- ord-cd4f9b87df7445a38c659676f1f7613e
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247556B2
Reaction notes
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