1-Chloro-4-(chloromethyl)benzene → (R)-tert-Butyl (1-(4-chlorobenzyl)pyrrolidin-3-yl)carbamate

Participants

Reaction Conditions

Reaction Steps

4-Chlorobenzyl chloride (4.15 g, 25.8 mmol) and i-Pr2NEt (6.67 g, 51.6 mmol) were added to the DMF solution (50 mL of 3-{(tert-butoxycarbonyl)amino}pyrrolidine (4.81 g, 25.8 mmol) in DMF (50 ml). The reaction mixture was stirred at 70° C. for 15 hours, and the solvent was then removed under reduced pressure. The residue was recrystallized (CH3CN, 50 mL) to obtain the objective 3-{(tert-butoxycarbonyl)amino}-1-(4-chlorobenzyl)pyrrolidine (6.43 g, 80%) as the yellowish white solid.

Provenance & Evidence