Potassium Carbonate → HCID 12790165, compound

Participants

Reaction Steps

A mixture of 3-(2-bromoethyl)indole (1.06 g; 4.73 mM), 4-(p-chlorophenyl)piperidin-4-ol (1.0 g; 4.72 mM), potassium carbonate (0.75 g; 5.42 mM) and dimethylformamide (12 ml) was stirred in an oil-bath maintained at 75° for 19.5 hours under a nitrogen blanket. The mixture was poured onto water (50 ml) and cooled in ice. The sticky, yellow solid which formed was filtered off and washed well with water. It was then promptly transferred to a new flask (the solid tended to gum) and dissolved in ethanol, acidified with ethanolic HCl and the solvents evaporated. The residue was crystallised from iso-propanol/ethyl acetate, then twice triturated well with ethanol/ethyl acetate. Filtration gave the title compound as the hydrochloride (0.99 g; 53.5%) as very pale pink plates, m.p. 248°-252° (dec; decomposition occurred above 235°).

Provenance & Evidence