反应详情

2-Amino-4-styryl-thiophene-3-carboxylic acid ethyl ester (0.1298 g, 0.475 mmol) S was dissolved in anhydrous CH2Cl2 (2.0 mL). This was treated with cyanoacetyl chloride (0.713 mL, 0.713 mmol, 1 M in CH2Cl2) and stirred at room temperature for 1 hr. More cyanoacetyl chloride (0.238 mL, 0.238 mmol) was added and stirring was continued at room temperature for 1 hr then refluxed for 30 min. The reaction was diluted with EtOAc (25 mL). This was washed with sat. NaHCO3 (1×25 mL), H2O (1×25 mL), and brine (1×25 mL). The organic layer was dried (Na2SO4), filtered and the solvent removed in vacuo to give 0.0803 g (50%) of crude 7 which was carried on to the next step.

1. stirringstirring
2. waitwas continued at room temperature for 1 hr
3. temperaturethen refluxed for 30 min
4. washThis was washed with sat. NaHCO3 (1×25 mL), H2O (1×25 mL), and brine (1×25 mL)
5. dry with materialThe organic layer was dried (Na2SO4)
6. filtrationfiltered
7. customthe solvent removed in vacuo
8. customto give 0.0803 g (50%) of crude 7 which