反应详情

A solution of 4-(1-methylethylthio)phenol (16.83 g., 0.1 mole) in 150 ml. of isopropyl alcohol is treated with 5.2 ml. of 50% sodium hydroxide solution (0.10 mole) and 2 ml. of water. To this mixture is added in one portion 1-bromo-3-chloropropane (16.5 g., 0.105 mole) and the mixture stirred and refluxed for a period of 20 hrs. After cooling, the reaction mixture is concentrated under reduced pressure and the resulting residue extracted with ether. The ethereal extract is filtered, concentrated under reduced pressure and the oily residue distilled affording 4.8 g. (20% yield) of 1-chloro-3-[4-(1-methylethylthio)phenoxy]propane, b.p. 136°-140° C. at 0.6 mm Hg.

1. temperaturerefluxed for a period of 20 hrs
2. temperatureAfter cooling
3. concentrationthe reaction mixture is concentrated under reduced pressure
4. extractionthe resulting residue extracted with ether
5. extractionThe ethereal extract
6. filtrationis filtered
7. concentrationconcentrated under reduced pressure
8. distillationthe oily residue distilled
9. customaffording 4.8 g