反应详情

The solution, containing crude 3-hydroxy-2-[4-(carbethoxymethylthio)butyl]cyclopent-4-en-1-one, is cooled and treated during 10 minutes with 75 ml. of sulfuric acid (d=1.84) with stirring. The stirred solution is refluxed for 16 hours, cooled, saturated with sodium chloride, and extracted with ethyl acetate. The extract is washed with brine, dried over magnesium sulfate, and concentrated. The residue is subjected to chromatography on silica gel with chloroform progressively enriched in ether, ether, and ether progressively enriched in acetone to afford the subject compound as an oil, pmr spectrum (CDCl3): δ3.24 (singlet, --S--CH2 --CO2C2H5), 5.0 (broad singlet --CHOH--).

1. temperatureis cooled
2. additiontreated during 10 minutes with 75 ml
3. temperatureThe stirred solution is refluxed for 16 hours
4. extractionextracted with ethyl acetate
5. washThe extract is washed with brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated