Diethyl (ethoxymethylene)malonate → HCID 178469940, compound

Participants

Reaction Conditions

Reaction Steps

A solution of diethyl (ethoxymethylene)malonate (20 g, 92.5 mmol) in 200 mL of EtOH is treated with hydrazine (2.9 mL, 92.5 mmol) by dropwise addition. After 10 min, 100 mL of 1 N NaOH is added (slightly exothermic), and the reaction mixture is stirred for a further 30 min. The EtOH is removed in vacuo, and the aqueous solution is diluted with a little more water and extracted with EtOAc. The aqueous phase is cooled to 0° C. and acidified to pH=5 with conc. HCl. The resulting precipitate is collected by vacuum filtration and dried in vacuo to give the title compound as an off-white solid.

Provenance & Evidence