Pyridine → HCID 14301757, compound

Participants

Reaction Steps

0.85 ml of pyridine and 0.56 ml of trifluoromethanesulfonic acid anhydride were added, in that order, to a solution of 1.0 g of ethyl 6-(1-t-butoxycarbonyl-4-piperidyl)-2-hydroxyhexanoate in 10 ml of anhydrous methylene chloride, whilst cooling on an ice-salt bath, and the mixture was then stirred for 30 minuites. At the end of this time, 20 ml of a 1:1 by volume mixture of cyclohexane and ethyl acetate were added to the reaction mixture, the solution was poured onto a short column packed with silica gel, and eluted with a 1:1 volume mixture of cyclohexane and ethyl acetate. The fraction containing the title compound was concentrated by evaporation under reduced pressure, to give 0.50 g of the title compound as a syrupy substance.

Provenance & Evidence