Trimethylsilyl cyanide → HCID 15480789, compound

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Reaction Steps

To a solution of Compound 2a (0.49 g, 1.5 mmol) obtained in Step A in dichloromethane (4.9 mL), trimethylsilyl cyanide (0.26 mL, 1.9 mmol) was added at −78° C., then boron trifluoride-ethyl ether complex (0.20 mL, 1.6 mmol) was added dropwise, and the mixture was stirred for 10 minutes, followed by stirring at room temperature for 10 minutes. A saturated aqueous solution of sodium bicarbonate was added and the mixture was extracted with ethyl acetate. The extract was washed with brine and dried over sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluted with hexane/ethyl acetate=2/1) to give Compound 2 (0.30 g, 61%)as a colorless oil.

Provenance & Evidence