反应详情

温度

0 °C

To 4-(hexafluoro-2-hydroxy-2-propyl)-2,6-dimethylaniline (20 g=70 mmol), add 50 ml 4 N HCl. Reflux 1 hr., cool to 0° C., and add over 1 hour NaNO2 (6.0 g=87 mmol) in 13 ml H2O. After 30 min., add to 45° C. solution of potassium ethylxanthate (14.3 g=83 mmol) in 40 ml H2O. Keep at 45° C. for 30 minutes, cook, and extract with ether. Dry and concentrate. Dissolve the oil in 100 ml EtOH, add potassium hydroxide (17.5 g) and reflux 1 hour. Concentrate, than add 50 ml water and 10 ml concentrated sulfuric acid. Add 0.5 g zinc dust and steam distill. Extract the distillate with ether, dry and concentrate. Recrystallize from hexane to obtain 4-(hexafluoro-2-hydroxy-2-propyl)-2,6-dimethylthiophenol, m.p. 62°-64° C.

1. temperatureReflux 1 hr
2. waitKeep at 45° C. for 30 minutes
3. extractionextract with ether
4. customDry
5. concentrationconcentrate
6. dissolutionDissolve the oil in 100 ml EtOH
7. additionadd potassium hydroxide (17.5 g)
8. temperaturereflux 1 hour
9. concentrationConcentrate
10. additionthan add 50 ml water and 10 ml concentrated sulfuric acid
11. additionAdd 0.5 g zinc dust and steam
12. distillationdistill
13. extractionExtract the distillate with ether
14. customdry
15. concentrationconcentrate
16. customRecrystallize from hexane