1-(4-fluorophenyl)sulfonylpiperidine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-[(4-fluorophenyl)sulfonyl]piperidine (0.437 g, 1.8 mmol), 4-piperidinylmethanol (0.230 g, 2 mmol), and ;potassium carbonate (0.262 g, 2 mmol) were heated to 120° C. for 4 hours. The reaction was cooled, and partitioned between ethyl acetate and water. The organic layer was washed with aqueous HCl, and brine. It was dried with sodium sulfate, filtered, and removal of the solvent gave 0.040 g (0.12 mmol). The reaction was cooled partitioned between ethyl acetate and water The organic layer was washed with aqueous HCl, and brine It was dried with sodium sulfate filtered removal of the solvent gave 0.040 g (0.12 mmol)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of piperidine (5.64 g, 66 mmol), diisopropylethyl amine (1 3.64 mL, 78 mmol), and p-fluorobenzenesulfonyl chloride (13.64 mL, 78 mmol) in THF at 0° C. was stirred for 2 hours at ambient temperature. The solvent was removed in vacuo and the crude reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with aqueous HCl, and brine. It was dried over sodium sulfate, and filtered. Removal of the solvent gave near quantitative yield of the title compound. The solvent was removed in vacuo the crude reaction mixture was partitioned between ethyl acetate and water The organic layer was washed with aqueous HCl, and brine It was dried over sodium sulfate filtered Removal of the solvent