Hexane → HCID 18509398, compound

Participants

Reaction Steps

Methyl triphenylphosphonium bromide (0.18 g; 4.94×10−1 mmol) was added to benzene (7 ml). While the mixture was stirred under nitrogen atmosphere at room temperature, n-butyl lithium in n-hexane (1.56 M: 0.32 ml; 5.00×10−1 mmol) was added dropwise. The mixture was stirred for 5 minutes, and Compound 19 (0.08 g; 2.47×10−1 mmol) in benzene (5 ml) was added dropwise thereto, followed by heating under reflux for 2 hours. The mixture was brought to room temperature, and the reaction was stopped by pouring the mixture into ice/water, followed by extraction with benzene (100 ml). The organic layer was washed with saturated brine, and dried over anhydrous 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), to thereby yield 0.05 g of the target compound as colorless transparent oily matter (yield: 63%).

Provenance & Evidence