Reacción #438675

Ecuación de reacción

(1,3-dioxolan-4-yl)methyl 5-norbornene-2-carboxylate

glycerol formal

methyl 5-norbornene-2-carboxylate

sodium methoxide

→

1,3-dioxan-5-yl 5-norbornene-2-carboxylate

Rendimiento 93.0%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux for 5 hours
3. 3
   workup.DISTILLATIONwhile gradually distilling off methanol
4. 4
   Otroformed during the reaction
5. 5
   TemperaturaAfter cooling
6. 6
   Lavadothe reaction solution was washed with saturated sodium bicarbonate water
7. 7
   Secadodried over anhydrous sodium sulfate
8. 8
   Concentraciónconcentrated in vacuum
9. 9
   workup.DISTILLATIONIt was further purified by vacuum distillation

Procedimiento

A mixture of 104 g of glycerol formal, 152 g of methyl 5-norbornene-2-carboxylate, 2.0 g of sodium methoxide and 300 ml of toluene was heated under reflux for 5 hours while gradually distilling off methanol formed during the reaction. After cooling, the reaction solution was washed with saturated sodium bicarbonate water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 209 g of a mixture of (1,3-dioxolan-4-yl)methyl 5-norbornene-2-carboxylate and 1,3-dioxan-5-yl 5-norbornene-2-carboxylate (boiling point 111-115° C./530 Pa, yield 93%).

Fuente