8-vinyl-3,4-dihydro-1H-1-benzazepine-2,5-dione → 8-ethyl-3,4-dihydro-1H-1-benzazepine-2,5-dione
Reaction equation
[CH:1]([C:3]1[CH:15]=[CH:14][C:6]2[C:7](=[O:13])[CH2:8][CH2:9][C:10](=[O:12])[NH:11][C:5]=2[CH:4]=1)=[CH2:2]>CCO.[Pd]>[CH2:1]([C:3]1[CH:15]=[CH:14][C:6]2[C:7](=[O:13])[CH2:8][CH2:9][C:10](=[O:12])[NH:11][C:5]=2[CH:4]=1)[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 70 °C
Procedure
To a solution of 8-vinyl-3,4-dihydro-1H-1-benzazepine-2,5-dione (2.6 g, 13 mmol) in EtOH (160 mL) was added 10% (w/w) palladium on carbon (260 mg). The reaction mixture was allowed to stir under an atmosphere of H2 (5 bar) at 70° C. until reaction was complete. The reaction mixture was filtered over Celite® and the filtrate was concentrated to give 8-ethyl-3,4-dihydro-1H-1-benzazepine-2,5-dione (2.4 g, 91%).
Workup
- filtrationThe reaction mixture was filtered over Celite®
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-252fc24389ef46798d4d4b487df645d1
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08507667B2
Reaction notes
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