반응 #1166467

반응 방정식

2-hydroxyethylacrylate

triethylamine

phthaloyl chloride

→

desired product

수율 100.4%

Di(acryloyloxyethyl)phthalate

수율 100.4%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타A five liter, three necked flask was equipped with a overhead stirrer
2. 2
   workup.ADDITIONnitrogen atmosphere and addition funnel
3. 3
   기타The triethylamine hydrochloride salt was removed by filtration
4. 4
   기타the mother liquor evaporated by rotoevaporation
5. 5
   기타to yield an amber colored liquid
6. 6
   온도heated to 100° C. for one hour
7. 7
   기타The resulting liquid was collected

실험 절차

A five liter, three necked flask was equipped with a overhead stirrer, nitrogen atmosphere and addition funnel. The flask was charged with 636 g of 2-hydroxyethylacrylate (5.47 mol.), 547 g of triethylamine (5.41 mol.), 6 g of phenothiazine, 5 g of 4-dimethylaminopyridine and 3000 ml of tetrahydrofuran. The reaction was cooled to 17° C. with a water bath. Next, 563 g of phthaloyl chloride (2.75 mol.) was slowly added over 2.5 hours via the addition funnel. The reaction was stirred an additional 8 hours at room temperature. The triethylamine hydrochloride salt was removed by filtration and the mother liquor evaporated by rotoevaporation to yield an amber colored liquid. The liquid was placed under vacuum (15 mmHg, 2 kPa) and heated to 100° C. for one hour. The resulting liquid was collected to yield 995 g (99%) of the desired product. The product was confirmed by IR and 13C NMR. The preparation of di(acryloyloxyethyl)phthalate from phthalic anhydride and 2-hydroxyethylacrylate was reported in U.S. Pat. No. 3,336,418.

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