Reaktion #63243

Reaktionsgleichung

sodium

3-hydroxymethyl-3-methyloxetane

sodium

1-bromooctane

→

polymerizable monomer

Ausbeute 58.0%

3-Octoxymethyl-3-methyloxetane

Ausbeute 58.0%

Lösungsmittel

p-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeInto a 5 liter, three-neck flask, fitted with a stirrer
2. 2
   Temperaturreflux condenser, and nitrogen inlet tube
3. 3
   Temperaturthe pot temperature was raised
4. 4
   Temperaturto reflux
5. 5
   TemperaturHeat
6. 6
   workup.DISSOLUTIONhad dissolved
7. 7
   Filtrationthe solid sodium bromide was filtered off
8. 8
   SonstigeThe solvent was removed by evaporation
9. 9
   workup.DISTILLATIONthe product was distilled at 80° C.
10. 10
    workup.DISTILLATIONRedistillation from calcium hydride

Vorschrift

Into a 5 liter, three-neck flask, fitted with a stirrer, reflux condenser, and nitrogen inlet tube, were placed 245 g (2.4 mole) of 3-hydroxymethyl-3-methyloxetane and 3000 ml of p-dioxane. To this solution 47 g (2 mole) of solid sodium metal was added, and the pot temperature was raised to reflux. Heat was maintained until all of the sodium had dissolved. 400 g (2 mole) of 1-bromooctane was added, and the reflux was resumed for 3 days. The mixture was cooled to room temperature, and the solid sodium bromide was filtered off using celite. The solvent was removed by evaporation and the product was distilled at 80° C. and 0.3-mm pressure. Redistillation from calcium hydride gave 231 g of polymerizable monomer, representing a 58 percent yield.

Quelle