Sodium Methoxide → HCID 178498837, compound

Participants

Reaction Steps

Methyl oxalate (0.2 eq.) and malonomonoamide monomethyl ester (58.55 g, 0.50 mol) were added to an initial charge of sodium methoxide (279.4 g, 1.5 mol, 29% in methanol). 350 ml of dimethoxyethane were added. The solid Gold's reagent prepared as in Example 1 (89.35 g, 0.55 mol) was then added using a spatula. The suspension was then stirred at room temperature for 18 hours. The yellow suspension was poured on to an aqueous, ice-cold hydrochloric acid solution (2 eq. of HCl). Following filtration at pH 9-10, the moist sodium salt of the title product was taken up in HCl-saturated methanol, stirred for 15 min, filtered and dried. The yield of the title product in the form of its hydrochloride was 52.3 g (55%).

Provenance & Evidence