Sodium Hydroxide → (+)-Dimethyl 5-oxo-3-(2,4,6-trimethoxyphenyl)pyrrolidine-2,4-dicarboxylate

Participants

Reaction Conditions

Reaction Steps

(+)-Trimethyl 3-nitro-2-(2,4,6-trimethoxyphenyl)propane-1,1,3-tricarboxylate (7.8 g, 0.018 mol) was dissolved in ethyl acetate (100 mL). To this solution, stannous chloride dihydrate (25 g, 0.118 mol) was added in portions over a period of 10 mins under stirring. The reaction mixture was heated to 55° C. for 2 hours. The mixture was cooled to 10° C., basified with 10% sodium hydroxide solution to pH 9, filtered through a celite pad and the pad washed with ethyl acetate (50 mL). The aqueous layer was extracted with ethyl acetate (2×100 mL). The organic layers were combined, dried over anhydrous sodium sulphate and concentrated under reduced pressure to give the title compound as a white solid.

Provenance & Evidence