Trifluoroacetic acid → 2-(Pyrrolidin-1-yl)carbonyl-3-hydroxy piperidine

Participants

Reaction Steps

10 g (0.052 moles) of 2-(pyrrolidin-1-yl)carbonyl-3-hydroxy pyridine, dissolved in 100 ml of acetic acid and 8 mml of trifluoroacetic acid, were hydrogenated at 40 psi over 1 g of PtO2 at room temperature, until the theoretical amount of hydrogen was consumed. The catalyst was filtered off and the filtrate evaporated in vacuo. The residue was taken up in 20% NaOH and extracted with CH2Cl2, which was dried and evaporated in vacuo to dryness. 8.5 g of the title compound were obtained as a 80/20 diastereoisomeric mixture, which was used for the subsequent step without further purification.

Provenance & Evidence