Boron Trichloride → HCID 10894986, compound

Participants

Reaction Conditions

Reaction Steps

In 10 ml of dichloromethane, 0.84 g (1.96 mmol) of (S)-(E)-3-[1-(5-methoxy-3,4-methylenedioxyphenyl)methyl]-2-(3,4,5-trimethoxybenzylidene)butanolide was dissolved. The solution was added with 4 ml of a 1.0M dichloromethane solution of boron trichloride (4 mmol), followed by stirring at 0° C. for 30 minutes. The solvent was distilled off under reduced pressure. After the residue was dissolved in a mixture consisting of 20 ml of methanol and 6 ml of 2N-HCl, the solution was stirred at 0° C. for 2 hours. The reaction mixture was extracted with ethyl acetate (50 ml×1, 20 ml×2). The organic layers were combined and washed successively with water and saturated NaHCO3, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, whereby 0.79 g of the title compound was obtained as pale yellow oil (yield: 97%).

Provenance & Evidence