تفاعل #438674

معادلة التفاعل

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

glycerol formal

triethylamine

5-norbornene-2-carbonyl chloride

→

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

المردود 95.0%

المذيبات

toluene

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added over one hour at 20° C
2. 2
   أخرىthe reaction
3. 3
   أخرىto separate
4. 4
   غسيلThe organic layer was washed with water and saturated sodium chloride water
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   تركيزconcentrated in vacuum
7. 7
   workup.DISTILLATIONIt was further purified by vacuum distillation

الإجراء التجريبي

To a mixture of 104 g of glycerol formal, 111 g of triethylamine and 300 ml of toluene, 157 g of 5-norbornene-2-carbonyl chloride was added over one hour at 20° C. After 5 hours of stirring, 200 ml of water was added to stop the reaction and the mixture was allowed to separate. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 213 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 95%).

المصدر