Hexane → HCID 18509422, compound

Participants

Reaction Conditions

Reaction Steps

Compound 7 (1.59 g; 4.96 mmol) was dissolved in tetrahydrofuran (25 ml). While the solution was stirred at −75° C. under nitrogen atmosphere, n-butyl lithium in n-hexane (1.56 M: 3.2 ml; 4.99 mmol) was added dropwise. The mixture was stirred for 10 minutes, and 3-methyl-2-butanone (2.00 g) in tetrahydrofuran (5 ml) was added dropwise thereto. The mixture was brought to room temperature over 2.5 hours, and saturated aqueous ammonium chloride solution was added dropwise thereto. Water (100 ml) was added to the mixture, followed by extraction with diethyl ether (100 ml). The organic layer was washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1→5:1), to thereby yield 0.76 g of the target compound as yellow oily matter (yield: 47.2%).

Provenance & Evidence