Methanol → HCID 66936424, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-methyl-N-[3-(methyloxy)-3-oxopropyl]-N-(phenylcarbonyl)alaninate (3.5589 g, 11.58 mmol) in toluene (115 mL) was added MeOH (0.94 mL, 23.21 mmol), and NaOMe (1.25 g, 23.14 mmol). The mixture was heated at 60° C. and stirred for 2 h. An additional portion of MeOH (10 mL) was added, and the mixture was stirred for an additional 2 h at 60° C. The mixture was then concentrated in vacuo, and the residue was partitioned between DCM (200 mL) and 1 N aq. HCl (100 mL). The organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to provide crude methyl 5,5-dimethyl-4-oxo-1-(phenylcarbonyl)-3-pyrrolidinecarboxylate (2.746 g, 86% yield) as a colorless oil. LCMS: (M+H)+: 276.1.

Provenance & Evidence