반응 #1166471

반응 방정식

acryloyl chloride

glycerol carbonate

triethylamine

→

(2-Oxo-1,3-dioxolan-4-yl)methyl Acrylate

용매

benzene

dioxane

benzene

반응 조건

후처리

1. 1
   기타a similar preparation
2. 2
   기타307-321), to a two liter, three necked, round bottomed flask equipped with a paddle stirrer
3. 3
   기타A drying tube and a nitrogen line were attached to the flask
4. 4
   workup.ADDITIONTwo addition funnels
5. 5
   workup.ADDITIONwere charged
6. 6
   workup.ADDITIONThe addition
7. 7
   기타of two hours
8. 8
   기타The reaction contents
9. 9
   여과were filtered through diatomaceous earth
10. 10
    여과filtering media
11. 11
    세척the solution was washed with cold 5% HCl
12. 12
    workup.ADDITION0.3 g of tert-butanol was added
13. 13
    건조the solution was dried over MgSO4
14. 14
    여과The solution was filtered
15. 15
    기타to remove the drying agent
16. 16
    workup.ADDITIONto stand over a mixture of NaHCO3 and Na2SO4 for two days
17. 17
    여과The solution was filtered
18. 18
    온도Without heat
19. 19
    기타the solvent was removed as completely as possible
20. 20
    기타52 g (42%) of a light yellow liquid was recovered

실험 절차

Following a similar preparation as described by D'Alelio and Huemmer (J. Poly. Sci., 5, 1967, pp. 307-321), to a two liter, three necked, round bottomed flask equipped with a paddle stirrer and thermometer, was added 87 g (0.74 mol.) of glycerol carbonate, followed by 1000 ml of benzene, 100 ml dioxane and 0.95 g of BHT. A drying tube and a nitrogen line were attached to the flask. Stirring was begun and the heterogeneous mixture was cooled to 0° C. with a brine bath. Two addition funnels were charged as follows: to the first was added 75 g (0.74 mol.) of triethylamine; to the second was added a solution of 100 ml of benzene and 60 g (0.66 mol.) of acryloyl chloride. Two drops of acryloyl chloride solution were added for every one drop of triethylamine. The addition took place over a period of two hours. The reaction contents were filtered through diatomaceous earth filtering media and the solution was washed with cold 5% HCl, followed by four 200 ml portions of water. 0.3 g of tert-butanol was added and the solution was dried over MgSO4. The solution was filtered to remove the drying agent and allowed to stand over a mixture of NaHCO3 and Na2SO4 for two days. The solution was filtered, transferred to a one liter, round bottomed flask and placed on a rotoevaporator. Without heat being applied, a vacuum of approximately 5 mmHg (667 Pa) was applied and the solvent was removed as completely as possible. 52 g (42%) of a light yellow liquid was recovered. 13C NMR identified the liquid to contain 86%, by weight, of the desired compound, the balance being benzene and dioxane.

출처