Hydrochloric Acid → HCID 178494687, compound

Participants

Reaction Steps

2-Methyl-3-keto-4-methoxybutyric acid ethyl ester (60 g) and formamidine acetate (39.06 g) were dissolved in methanol (150 ml) and treated, under nitrogen, with a sodium methoxide solution, prepared from sodium (17.42 g) and methanol (225 ml). The mixture was stirred at 50° for 23 hours, stripped, water added and the pH lowered to 7 (HCl). The solution was extracted with chloroform, extracts dried (MgSO4) and stripped to a residue, which was triturated with diethyl ether to give 4-methoxymethyl-5-methyl-6-hydroxypyrimidine, 38.72 g, m.p. 139°-140°.

Provenance & Evidence