Trifluoroacetic acid → HCID 117701714, compound

Participants

Reaction Steps

To a solution of 7-(benzyloxy)-8-[cyclopropyl(hydroxy)methyl]-3-methyl-2-(1-propanoylpiperidin-4-yl)-4H-chromen-4-one (100 mg, 0.21 mmol) obtained in Example 34-3 in dichloromethane (2 mL), triethylsilane (336 μL, 2.10 mmol) was added dropwise under cooling with ice. Then, trifluoroacetic acid (79 μL, 1.05 mmol) was added dropwise thereto, and the mixture was stirred for 15 minutes under cooling with ice and then at room temperature for 1 hour. Trifluoroacetic acid (79 μL, 1.05 mmol) was added dropwise to the reaction solution, and the mixture was further stirred at room temperature for 2 hours. The reaction solution was cooled with ice, and then a saturated aqueous solution of sodium bicarbonate (30 mL) was added dropwise thereto, followed by extraction with dichloromethane. The organic layer was dried over sodium sulfate. The desiccant was filtered off, and then the filtrate was concentrated under reduced pressure. The obtained residue was purified by NH silica gel column chromatography (n-hexane/ethyl acetate=98/2→0/100). The title compound (62 mg, yield: 64%) was obtained as an oil.

Provenance & Evidence