Reaktion #1506624

Reaktionsgleichung

dibutyltin dilaurate

3-isopropenyl-α,α-dimethylbenzylisocyanate

isocyanate

dibutyltin laurate

4-hydroxy-4-methyl-2-pentanone

→

3-isopropenyl-α,α-dimethylbenzylamine

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA flask blanketed with nitrogen
2. 2
   workup.STIRRINGThe reaction mixture was stirred for about 1.5 hours at 100° C.
3. 3
   Temperaturto cool
4. 4
   workup.WAITstand at room temperature for approximately 48 hours
5. 5
   Temperaturheating at 100° C.
6. 6
   TemperaturThe reaction mixture temperature was then raised to about 125°-130° C.
7. 7
   workup.STIRRINGthe mixture was stirred overnight
8. 8
   workup.DISTILLATIONthe mixture was distilled
9. 9
   workup.DISTILLATIONThe remaining material in the distillation
10. 10
    Extraktionpot was extracted with toluene
11. 11
    ExtraktionThe toluene extract
12. 12
    Trocknenwas dried with anhydrous K2CO3
13. 13
    workup.DISTILLATIONthe toluene was distilled
14. 14
    Sonstigethe title product was recovered in a toluene solution

Vorschrift

A flask blanketed with nitrogen was charged with 3-isopropenyl-α,α-dimethylbenzylisocyanate (m-TMI) (475.33 g) and the isocyanate was heated to about 85° C. 4-hydroxy-4-methyl-2-pentanone (274.99 g) was added from an addition funnel to the flask at a fairly rapid rate. The mixture was stirred for two hours and about 0.16 g of dibutyltin dilaurate was added to the mixture, after which the temperature was raised to about 100° C. The reaction mixture was stirred for about 1.5 hours at 100° C. and then allowed to cool and stand at room temperature for approximately 48 hours. Subsequently, about 0.14 g of additional dibutyltin laurate was added and heating at 100° C. was resumed. The reaction mixture temperature was then raised to about 125°-130° C. and the mixture was stirred overnight. Water (800 ml) was added to the cooled reaction mixture and the mixture was distilled. The remaining material in the distillation pot was extracted with toluene. The toluene extract was dried with anhydrous K2CO3, the toluene was distilled and the title product was recovered in a toluene solution.

Quelle