反应详情

温度

0 °C

2-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl ester (5.0 g, 0.02 M) was dissolved in anhydrous dichloromethane (150 ml). Triethylamine (5.56 ml, 0.04 M) was added and the mixture cooled to 0° C. Ethyl Malonyl Chloride (3.79 ml, 0.03 M) was added over 5 min maintaining the temperature at 0° C. The reaction was then stirred at room temperature for 1 hr. Water (100 ml) was added and the organic layer separated. The aqueous layer was extracted with a further 100 ml of dichloromethane. The organics were combined, washed with water (2×100 ml) and dried over sodium sulphate. The concentrated residues were columned on silica, eluting with ethylacetate-cyclohexane 5-10% v/v. Pure fractions were combined and concentrated and the residues triturated with hexane, decanted and dried to give 2-(2-ethoxycarbonyl-acetylamino)-4-phenyl-thiophene-3-carboxylic acid ethyl ester as a white solid. Yield=6.95 g (96.2%).

1. temperaturemaintaining the temperature at 0° C
2. customthe organic layer separated
3. extractionThe aqueous layer was extracted with a further 100 ml of dichloromethane
4. washwashed with water (2×100 ml)
5. dry with materialdried over sodium sulphate
6. washeluting with ethylacetate-cyclohexane 5-10% v/v
7. concentrationconcentrated
8. customthe residues triturated with hexane
9. customdecanted
10. customdried