تفاعل #83388

معادلة التفاعل

1H-imidazole-4-acetic acid methyl ester hydrochloride

triethylamine

triphenylmethyl bromide

→

title compound

1-(Triphenylmethyl)-1H-imidazol-4-ylacetic acid methyl ester

المذيبات

ethyl acetate

water

dimethyl formamide

ظروف التفاعل

المعالجة

1. 1
   غسيلThe organic phase was washed with sat. aq. NaHCO3 (350 ml)
2. 2
   تجفيفdried (Na2SO4)
3. 3
   أخرىevaporated in vacuo
4. 4
   أخرىThe residue was purified by flash chromatography (SiO2, 0-100% ethyl acetate in hexanes; gradient elution)

الإجراء التجريبي

To a solution of 1H-imidazole-4-acetic acid methyl ester hydrochloride (24.85 g, 0.141 mol) in dimethyl formamide (DMF) (115 ml) was added triethylamine (57.2 ml, 0.412 mol) and triphenylmethyl bromide(55.3 g, 0.171 mol) and the suspension was stirred for 24 hr. After this time, the reaction mixture was diluted with ethyl acetate (EtOAc) (1 l) and water (350 ml). The organic phase was washed with sat. aq. NaHCO3 (350 ml), dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (SiO2, 0-100% ethyl acetate in hexanes; gradient elution) to provide the title compound as a white solid.

المصدر