Sodium Acetate → (7Z)-5-benzyl-7-methoxyimino-5-azaspiro[2.4]heptan-4-one

Participants

Reaction Steps

To a solution of 5-(phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione (2.7802 g, 12.92 mmol) in MeOH (65 mL) was added sodium acetate (2.12 g, 25.8 mmol) and O-methylhydroxylamine hydrochloride (2.16 g, 25.9 mmol). The mixture was stirred overnight, and then diluted with DCM (100 mL). The mixture was washed with sat. aq. NaHCO3, and the organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give crude (7Z)-5-(phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione 7-(O-methyloxime) (3.4094 g, >100% crude yield) as a yellow oil. LCMS: (M+H)+: 245.1.

Provenance & Evidence