Sodium Hydroxide → (S)-3-(4-nitrobenzoyloxy)pyrrolidine

Participants

Reaction Steps

4 M hydrochloric acid/dioxane (3.0 ml) was added to a solution of (S)-1-t-butoxycarbonyl-3-(4-nitrobenzoyloxy)pyrrolidine [J. Org. Chem. 59, 2289 (1994)] (1.68 g, 5 mmol) in dioxane (10 ml), and they were stirred for 2 hours. The reaction liquid was poured into 1 M-aqueous NaOH solution cooled on ice/water. After the extraction with ethyl acetate, the organic layer was dried and the solvent was evaporated under reduced pressure to obtain (S)-3-(4-nitrobenzoyloxy)pyrrolidine in the form of a light yellow oil (799 mg, 68%).

Provenance & Evidence