反应详情

To a hot (130° C.) solution of 105 g (0.64 mole) of 4-methylthiophenyl isocyanate and 93 g (1 mole) of epichlorohydrin in 600 ml of xylene was added 200 ml of tri-n-butylphosphine oxide-lithium bromide complex. (The complex was prepared by heating a mixture of 45 g of tri-n-butylphosphine oxide, 12.7 g of lithium bromide and 550 ml of xylene to reflux until a clear solution was obtained by removing water.) An exothermic reaction took place. After all of the catalyst had been added, the mixture was heated under reflux for 1 hour and cooled. The solution was decanted into a flask and concentrated to one-half the volume. An equal volume of petroleum ether was added to the residue. The solid that formed was collected by filtration and recrystallized from acetonitrile to give 102 g (62% yield) of the title compound; m.p. 106.5°-107.5° C.

1. custom(The complex was prepared
2. temperatureby heating
3. temperatureto reflux until a clear solution
4. customwas obtained
5. customby removing water
6. custom) An exothermic reaction
7. additionAfter all of the catalyst had been added
8. temperaturethe mixture was heated
9. temperatureunder reflux for 1 hour
10. temperaturecooled
11. customThe solution was decanted into a flask
12. concentrationconcentrated to one-half the volume
13. additionAn equal volume of petroleum ether was added to the residue
14. customThe solid that formed
15. filtrationwas collected by filtration
16. customrecrystallized from acetonitrile