Allyl bromide → Diethyl 4-(allylethylamino)benzylacetamidomalonate

Participants

Reaction Steps

Working as in Example F, but starting with 8 g of diethyl 4-ethylaminobenzylacetamidomalonate, 4 ml of allyl bromide and 5.82 ml of 1,5-diazabicyclo-[4.3.0] non-5-ene in 50 ml of tetrahydrofuran, and after purification by flash chromatography (eluent: 90/10 CH2Cl2/EtOAc by volume), 5.6 g of a solid are obtained, which solid is recrystallized from 35 ml of cyclohexane. 5.43 g of diethyl 4-(allylethylamino)benzylacetamidomalonate are thus obtained in the form of a white solid melting at 86° C.

Provenance & Evidence