8-vinyl-3,4-dihydro-1H-1-benzazepine-2,5-dione → 8-ethyl-3,4-dihydro-1H-1-benzazepine-2,5-dione

HRID 1672188Notes

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

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-0ed6351f710f427d80ec489bcb65fb17
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07998952B2

Reaction notes

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