Reacción #50839

Ecuación de reacción

methyl 3-(1H-imidazol-4-yl)propionate

triethylamine

triphenylmethyl chloride

→

methyl 3-(1-tritylimidazol-4-yl)propionate

Rendimiento 100.8%

Disolventes

dimethylformamide

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe resulting solid is collected by filtration
2. 2
   Otrorecrystallized from ether

Procedimiento

A solution of 6.0 g of methyl 3-(1H-imidazol-4-yl)propionate and 11 ml of triethylamine in 31 ml of dimethylformamide is treated with a solution of 9.65 g of triphenylmethyl chloride in 110 ml of dimethylformamide for 2 h at room temperature under nitrogen. The reaction mixture is poured onto 700 g of ice, and the resulting solid is collected by filtration and recrystallized from ether to yield 13.83 g of methyl 3-(1-tritylimidazol-4-yl)propionate, NMR (CDCl3) δ=2.75 (m, 4H), 3.05 (s, 3H), 6.5-7.5 (m, 17H).

Fuente