4-Benzhydryloxypiperidine → HCID 178470490, compound

Participants

Reaction Steps

4-Benzhydryloxypiperidine (1.0 g, 3.7 mmol) synthesized in Production Example 1, ethyl 4-formylpyrazole-3-carboxylate (630 mg, 3.7 mmol), and dichloromethane (30 mL) were fed to the system, and the atmosphere of the system was replaced with argon gas, and the system was cooled by ice. At 0° C., sodium triacetoxyborohydride (1.2 g, 5.6 mmol) was added thereto, and the mixture was heated to a room temperature. After the disappearance of the raw material was confirmed by TLC, the reaction mixture was quenched with a saturated sodium hydrogen carbonate solution. The reaction mixture was separated into a water layer and an organic layer, and the water layer was extracted with dichloromethane again. The extract was combined to the organic layer. The combined organic layer was dried over sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the title compound (1.3 g, 83%).

Provenance & Evidence