Piperidine → HCID 18965255, compound

Participants

Reaction Steps

Heat 5-chloropentyl isopentyl sulfone (770 mg, 3.2 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 590 mg orange 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 (ethyl acetate) to yield 540 mg dark yellow oil. Purify further by silica gel chromatography (50% methanol/methylene chloride) to yield 80 mg of the title compound as a yellow oil.

Provenance & Evidence