Potassium Cyanide → HCID 67344654, compound

Participants

Reaction Steps

To an ice cold solution of 3-Oxo-pyrrolidine-1-carboxylic acid benzyl ester 1a (250 g, 1.14 mol) in 3.5 L anhydrous dichloromethane was added KCN (7.5 g, 0.12 mol), followed by 18-crown-6 (30 g, 0.11 mol), though not completely dissolved, was added TMSCN (183 mL, 1.37 mol) slowly over a period of 20 min. The reaction was stirred at ambient temperature for 1 overnight. A semi-saturated NaHCO3 solution (2 L) was added at 15° C., stirred for 10 min and then the organic layer was separated, dried over magnesium sulfate, filtered and evaporated to give 3-Cyano-3-trimethylsilanyloxy-pyrrolidine-1-carboxylic acid benzyl ester 2a, 422 g (>100%).

Provenance & Evidence