Dimethylformamide → HCID 458299, compound

Participants

Reaction Conditions

Reaction Steps

Lithium hydroxide hydrate (3.48 g, 82.9 mmol) was added slowly to a solution of methyl thioglycolate (4.0 g, 37.7 mmol) and ethyl crotonate (4.3 g, 37.7 mmol) in DMF (60 mL), cooled to 0° C. The reaction was allowed to warm to room temperature, stir for 18 h, taken up in ethyl acetate, washed with 1 N HCl (until they remained acidic), washed with water, brine, dried over magnesium sulfate and concentrated in vacuo to give the ethyl 4-oxotetrahydro-5-methyl-3-thiophenecarboxylate (6.76 g, 100%) as an oil.

Provenance & Evidence