Carbon Dioxide → HCID 18509459, compound

Participants

Reaction Steps

Compound 32 (1.10 g) was dissolved in tetrahydrofuran (10 ml), and the solution was cooled to −78° C. by use of a mixture of dry ice and acetone solvent. n-butyl lithium in n-hexane (1.63 M: 2.1 ml; 1.04 eq) was slowly added dropwise to the mixture, and stirred for 5 minutes, followed by dropwise addition of acetone (290 μl; 1.2 eq). The mixture was stirred for 15 minutes, and gradually brought to room temperature. Saturated aqueous ammonium chloride solution was added dropwise to the mixture, and the reaction was stopped, followed by extraction with ether (120 ml). The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane ethyl acetate=5:1), to thereby yield 520 mg of the target compound (yield: 50.4%).

Provenance & Evidence