Ethyl 4-{[(benzyloxy)carbonyl]amino}-2,2-dimethyl-3-oxopentanoate → 3,3,5-Trimethylpyrrolidine-2,4-dione
Reaction equation
C(OC([NH:11][CH:12]([CH3:23])[C:13](=[O:22])[C:14]([CH3:21])([CH3:20])[C:15](OCC)=[O:16])=O)C1C=CC=CC=1>CO.[C].[Pd]>[CH3:20][C:14]1([CH3:21])[C:13](=[O:22])[CH:12]([CH3:23])[NH:11][C:15]1=[O:16]Participants
4
Procedure
To a solution of ethyl 4-{[(benzyloxy)carbonyl]amino}-2,2-dimethyl-3-oxopentanoate (10.5 g) in methanol (150 mL) was added 10% palladium carbon (containing 50% water, 5.0 g), and the mixture was stirred under a hydrogen atmosphere overnight. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The obtained solid was washed with hexane to give the title compound as a colorless solid (yield: 4.00g, 87%).
Workup
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
- washThe obtained solid was washed with hexane
Sources & evidence
- ORD record
- ord-4f905186ac51440788bf4f4139d6df27
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07834051B2
Reaction notes
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