Réaction #1702

Équation de réaction

tert-butyl propiolate

ethyl α-aminooximinoacetate

xylene

→

tert-butyl 2-ethoxycarbonylimidazole-4-carboxylate

Solvants

triethylamine

Conditions de réaction

Traitement

1. 1
   AutreThe crude product (19 g) is chromatographed on a silica column
2. 2
   Lavageeluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume)

Mode opératoire

tert-Butyl 2-ethoxycarbonyl imidazole-4-carboxylate can be prepared as follows: the procedure is as in Example 1 but starting from 15 g of ethyl α-aminooximinoacetate, 500 ml of xylene, 19.1 of triethylamine and 14.3 ml of tert-butyl propiolate. The crude product (19 g) is chromatographed on a silica column, eluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume) to give 5 g of tert-butyl 2-ethoxycarbonylimidazole-4-carboxylate, employed as such in the subsequent syntheses.

Source