Methyl pyruvate → Dimethyl 3-hydroxy-4-methyl-2,5-thiophene dicarboxylate

Participants

Reaction Steps

To a solution of sodium methoxide from sodium (5.4 g) in methanol (100 ml) was added a solution of methyl pyruvate (24 g) and dimethyl thiodiacetate (41.83 g) in methanol (50 ml). The reaction was stirred at room temperature for 2 days, and then added to ice water (500 ml). After neutralization with 5N HCl and extraction with chloroform, the organics were washed with brine, dried over anhydrous magnesium sulphate, filtered and the solvent evaporated to give a solid, m.p 95°-97° ex methanol.

Provenance & Evidence