1-Methylpyrrolidine → HCID 70400873, compound

Participants

Reaction Steps

In 30 ml of toluene were dissolved 7.5 g (12 mmole) of 2-benzyloxy-3-(octadecyloxy)propyl 2-bromoethyl phosphate and 10.2 g (120 mmole) of N-methylpyrrolidine, and the solution was allowed to stand at room temperature for 8 hours. The solvent was distilled off under reduced pressure, and the residue was dissolved in 60 ml of methanol. 3.3 g (12 mmole) of silver carbonate was added to the solution, followed by heating under reflux for 1 hour. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol:water=65:25:4) to give 3.5 g (47 %) of 2-benzyloxy-3-(octadecyloxy)-propyl 2-(N-methylpyrrolidinio)ethyl phosphate.

Provenance & Evidence