2-Pyrrolidone → 1-(3,4,5-Trimethoxybenzyl)-2-oxopyrrolidine

Participants

Reaction Conditions

Reaction Steps

Combine 2-pyrrolidinone (0.39 g, 4.62 mmol) and tetrahydrofuran (5 mL). Cool to −78° C. using a dry-ice/acetone bath. Add a solution of sec-butyl lithium (4.3 mL, 1.3 M in hexane, 5.55 mmol). After 15 minutes, add a solution of 3,4,5-trimethoxybenzyl chloride (1.00 g, 4.62 mmol) in tetrahydrofuran (5 mL). After the addition of 3,4,5-trimethoxybenzyl chloride is complete, heat to reflux. After 12 hours, cool the reaction mixture and partition between water and ethyl acetate. Separate the aqueous layer and extract 4 times with ethyl acetate. Dry the combined organic layers over Na2SO4, filter, and concentrate in vacuo to give the title compound.

Provenance & Evidence