反応 #1166467

反応方程式

2-hydroxyethylacrylate

triethylamine

phthaloyl chloride

→

desired product

収率 100.4%

Di(acryloyloxyethyl)phthalate

収率 100.4%

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

出典