Formamide → HCID 178437742, compound

Participants

Reaction Steps

A mixture of 163.6 g (1.0 mol) of methyl 3-amino-2-chloro-2-pentenoate, 90.8 g (2.0 mol) of formamide and 150 ml of methanol is added dropwise with stirring to 485.8 ml of a 30% strength NaOMe solution in methanol at room temperature. The mixture is subsequently slowly heated to the reflux temperature over the course of 3 h, and is left to stir at this temperature for a further 12 h. Evaporation of the reaction mixture is followed by dissolving in a little H2O, adjustment to a pH of 3.8 with HCl and extraction with ethyl acetate. Drying over MgSO4 and evaporation provide 177.5 g of crude product which is subsequently recrystallized from water. Yield: 130.4 g (82%)

Provenance & Evidence