Triethylamine → HCID 19776676, compound

Participants

Reaction Steps

To a solution of the 3-phenylmethylpiperidine (1.75 g, 10 mmol) obtained in Example 1 (ii) and triethylamine (2.1 ml, 15 mmol) in tetrahydrofuran (10 ml) at 0° C. was added dropwise a solution of 4-methoxyphenylacetyl chloride (2.21 g, 12 mmol) in tetrahydrofuran (10 ml). The resultant mixture was stirred for 2 hours and the precipitate filtered off. The filtrate was then washed with saturated aqueous sodium bicarbonate (5 ml), dried with sodium sulphate and evaporated in vacuo. The residue was purified by flash column chromatography on silica gel using 1:1 then 2:1 ethyl acetate: hexane as eluant to give 3-phenylmethyl-N-(4'-methoxyphenyl)acetylpiperidine as a light yellow syrup (2.23 g), M+ found: 324.

Provenance & Evidence