Hydrochloric Acid → (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine

Participants

Reaction Conditions

Reaction Steps

2-(R)-Prolylpyrrolidine (1.2 g, 7.1 mmol) was dissolved in THF (10 ml). The reaction mixture was cooled to 0° C. and BH3, 1M in THF (10 ml, 10 mmol) was dropwise at 0 C. The reaction mixture was refluxed for 16 h, 3 M HCl (4.7 ml). 2 M NaOH solution was added until pH 10 was reached. The product was extracted with 5% MeOH in CH2Cl2 (three times). The organic layers were dried over Na2SO4 and the solvent was removed to provide the title compound as a slightly yellow liquid (73%), which was used without further purification for the next step.

Provenance & Evidence