Diethyl acetonedicarboxylate → Diethyl 3-cyclopropylamino-2-pentenedioate

Participants

Reaction Steps

To 30.33 g (0.15 mol) of diethyl acetonedicarboxylate was added dropwise 11.8 g (0.19 mol) of cyclopropylamine at such a rate that reaction temperature was kept below 48° C. The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was poured into H2O, extracted twice with ether, dried (MgSO4) and concentrated in vacuo affording 34.42 g of a light yellow oil. Crude was kugelrohr distilled at 53 Pa and collected at a pot temperature of 102°-104° C. to give 23.73 g (66%) of enamine diester as a light yellow oil, nD25 1.5025.

Provenance & Evidence