Toluene → HCID 23324842, compound

Participants

Reaction Steps

A mixture of 9.75 g of 1-benzyl-4-methoxymethyl-4-anilinopiperidine, 3 g of methoxyacetyl chloride, 9 ml of triethylamine and 80 ml of toluene is stirred at ambient conditions for 4 days. An additional 3 g of methoxyacetyl chloride is added, stirred for 1 day and left to stand for three days. To the reaction mixture, 22 ml of 10% sodium hydroxide and 80 ml toluene are added with stirring. The organic layer is separated, washed five times with 50 ml portions of water, dried over sodium sulfate and flash evaporated to give an oil. The oil is purified using a Waters Associates Prep LC/System 500, and a PrepPAK-500/SILICA column (30% hexane in ethyl acetate) to give 8.12 g of 1-benzyl-4-methoxymethyl-4-(N-phenylmethoxyacetamido)piperidine.

Provenance & Evidence