Ammonium Chloride → HCID 18318103, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl N-Boc-4-piperidinecarboxylate (2.57 gm; 10.0 mmol) in 100 mL of dry THF was added 6.0 mL (2.0 M) of LDA at −78° C. The mixture was stirred at −78° C. for half hour, and then a solution of tetrahydro-4H-pyran-4-one (2.0 gm; 20.0 mmol) in 5.0 mL dry THF was added thereto. The resultant mixture was stirred at −78° C. for two hours and then warmed up to room temperature and kept for overnight. Saturated ammonium chloride (200 mL) was added and the aqueous layer was extracted with ethyl acetate (3×150 mL). The organic layer was washed with brine and dried over magnesium sulfate, filtered and then concentrated. The crude product was purified by flash chromatography (hexane/ethyl acetate 2:1) to give 1.47 gm of the desired product.

Provenance & Evidence