反应详情

A solution of ethyl 4-(p-chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole-3-carboxylate (8.0 g, 0.023 mol) in 10% aqeuous sodium hydroxide solution is refluxed for several hours, stirred at room temperature overnight, poured into ice-water, treated with concentrated hydrochloric acid and extracted with ether. The combined organic extracts are washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a brown semi-solid. A solution of the semi-solid (6.9 g) in ethanolamine is heated at 110° C. for several hours, poured into ice-water and extracted with chloroform. The combined organic extracts are washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to give a brown oil. The oil is dissolved in methylene chloride, filtered through a bed of silica gel and the filtrate is concentrated in vacuo to obtain the title product as a grey semi-solid (4.8 g, mp 44°-46° C.) which is identified by 1HNMR spectral analysis.

1. extractionextracted with ether
2. washThe combined organic extracts are washed with water and brine
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated in vacuo
5. customto obtain a brown semi-solid
6. extractionextracted with chloroform
7. washThe combined organic extracts are washed with water and brine
8. dry with materialdried over anhydrous magnesium sulfate
9. concentrationconcentrated in vacuo
10. customto give a brown oil
11. filtrationfiltered through a bed of silica gel
12. concentrationthe filtrate is concentrated in vacuo