Formaldehyde → HCID 21963842, compound

Participants

Reaction Steps

A solution of 4-methyl-4-(phenylsulphonyl)butyne (208 mg, 1 mmol), 5-phenyl-2-azabicyclo[2.2.1]heptane (207 mg, 1.2 mmol), and paraformaldehyde (36 mg, 1.2 mmol) in dioxane (3 ml) was degassed three times. Cuprous chloride (10 mg) was added and the mixture was heated under reflux conditions for 1 h. The mixture was cooled and evaporated in vacuo. The residue was purified by chromatography on silica using 1–7% methanol in dichloromethane. The resulting brown oil was re-purified on alumina (grade III) using 25–50% ethyl acetate in i-hexane as eluant. The resulting oil was dissolved in ethyl acetate and ethereal hydrogen chloride added dropwise to give a white crystalline solid.

Provenance & Evidence