Piperidine → HCID 18965251, compound

Participants

Reaction Steps

Heat 5-chloropentyl isopentyl sulfoxide (760 mg, 3.38 mmoL) and piperidine (2 mL) at 125° C. for 1 hour. Partition between 5N sodium hydroxide and ethyl ether. Separate the organic phase and extract the aqueous phase with ethyl ether (2×25 mL). Combine the organic phases and dry (MgSO4). Evaporate the solvent in vacuo to yield 1.01 g yellow oil. Purify by silica gel chromatography (CHCl3 :MeOH:NH4OH/100:10:1) to yield 740 mg (80%) yellow oil which crystallizes. Purify further by silica gel chromatography (50% methanol/methylene chloride) to yield 79 mg of the title compound as a white solid; mp 44°-45° C.

Provenance & Evidence