反応 #1166471

反応方程式

acryloyl chloride

glycerol carbonate

triethylamine

→

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

溶媒

benzene

dioxane

benzene

反応条件

後処理

1. 1
   その他a similar preparation
2. 2
   その他307-321), to a two liter, three necked, round bottomed flask equipped with a paddle stirrer
3. 3
   その他A 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
   その他of two hours
8. 8
   その他The reaction contents
9. 9
   ろ過were filtered through diatomaceous earth
10. 10
    ろ過filtering media
11. 11
    洗浄the solution was washed with cold 5% HCl
12. 12
    workup.ADDITION0.3 g of tert-butanol was added
13. 13
    乾燥the solution was dried over MgSO4
14. 14
    ろ過The solution was filtered
15. 15
    その他to remove the drying agent
16. 16
    workup.ADDITIONto stand over a mixture of NaHCO3 and Na2SO4 for two days
17. 17
    ろ過The solution was filtered
18. 18
    温度Without heat
19. 19
    その他the solvent was removed as completely as possible
20. 20
    その他52 g (42%) of a light yellow liquid was recovered

実験手順

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.

出典