反应详情

Ethyl-5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate (D4) (0.81 g, 3 mmoles) in dry dimethylformamide (20 ml) and toluene (10 ml) was treated with potassium trifluoroacetate (0.78 g, 6 mmoles) and copper (I) iodide (0.98 g, 6 mmoles). The mixture was heated under reflux for 1 hr using a Dean-Stark trap to collect the toluene. The mixture was cooled and poured into water (150 ml) and extracted with diethyl ether. The resulting emulsion was filtered through kieselguhr. The combined organic extracts were washed several times with water then dried (Na2SO4). Flash chromatography on TLC silica gel eluting with dichloromethane/60-80 petrol ether 1:1 gave the title compound (D6) (0.5 g, 64%)

1. temperatureThe mixture was heated
2. temperatureunder reflux for 1 hr
3. customto collect the toluene
4. temperatureThe mixture was cooled
5. additionpoured into water (150 ml)
6. extractionextracted with diethyl ether
7. filtrationThe resulting emulsion was filtered through kieselguhr
8. washThe combined organic extracts were washed several times with water
9. dry with materialthen dried (Na2SO4)