Hydrochloric Acid → HCID 11004468, compound

Participants

Reaction Steps

Sodium hydride (60%, 0.43 g, 10.8 mmol) and methanol (0.016 ml, 0.4 mmol) were added to 20 ml of toluene under an argon stream. The solution was added further with (RS)-3-[1-(5-methoxy-3,4-methylenedioxyphenyl)methyl]butanolide [1.0 g, 4 mmol, G. E. Schneiders and R. Stevenson, J. Chem. Soc. Perkin I, 999, (1982)] and 3,4,5-trimethoxybenzaldehyde (1.24 g, 6.3 mol), followed by stirring at room temperature for 24 hours. The reaction mixture was added with 2N-HCl. The solution was dissolved in ethyl acetate, from which the water layer was removed. The organic layer was washed with saturated NaCl and then, dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue thus obtained was purified by column chromatography (silica gel: "MERCK #9385", 50 g, eluent: 1:2 mixed solvent of ethyl acetate and hexane), whereby 732 mg of the title compound were obtained as a colorless solid (yield: 43%).

Provenance & Evidence