Methanol → HCID 69338213, compound

Participants

Reaction Steps

2-Methyl-2-(2-thienyl)ethylmalonic acid monoethylester (19.0 g, 74.3 mmol) obtained in Example 1(b) was dissolved in benzene (450 ml), and triethylamine (11.4 ml, 81.7 mmol) and diphenylphosphoric acid azide (17.6 ml, 81.7 mmol) were added thereto, and after stirring for 10 minutes at room temperature, the reaction solution was stirred for another 1.5 hours at 80° C. Subsequently, methanol (60.3 ml, 1.49 mol) was slowly added dropwise thereto for 30 minutes at 80° C. followed by stirring for 8 hours. The reaction mixture was poured into water (500 ml) and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was concentrated in vacuo, and the residue was purified by flash chromatography on a silica gel column (elution solvent; hexane:ethyl acetate=8:1-4:1) to afford the title compound (14.7 g, 69% yield) as a colorless oil.

Provenance & Evidence