Triethylamine → HCID 19004214, compound

Participants

Reaction Steps

Methanesulphonyl chloride (69 mg, 0.60 mmol) was added dropwise to a stirred solution of 1-(4-aminophenethyl)-4-(diphenylmethoxymethyl)piperidine (200 mg, 0.50 mmol) (see Example 21) and triethylamine (61 mg, 0.60 mmol) in dioxane (5 ml) and the mixture heated under reflux for 2 hours and evaporated. The residue was partitioned between ethyl acetate and 10% aqueous potassium carbonate solution. The layers were separated and the aqueous layer extracted into ethyl acetate. The combined organic layers were dried over magnesium sulphate and evaporated. The residue was purified by chromatography on silica using dichloromethane plus 0-4% methanol as eluant. Appropriate fractions were combined and evaporated. The residue was dissolved in ether and the solution treated with excess ethereal hydrogen chloride. The mixture was decanted and the residual oil was washed with ether and dried to give the title compound (90 mg) as a pale yellow foam which was characterised containing 0.25 equivalents of water.

Provenance & Evidence