반응 #3165

반응 방정식

N-(2-hydroxyethoxyethyl)hexahydrophthalimide

triethylamine

acryloyl chloride

→

orange-red liquid

수율 59.5%

N-(Acryloyloxyethoxyethyl)hexahydrophthalimide

수율 59.5%

용매

acetone

반응 조건

후처리

1. 1
   기타A one liter, three necked flask was equipped with overhead stirrer
2. 2
   기타The triethylamine hydrochloride salt was removed by filtration
3. 3
   기타the remaining mother liquor was evaporated with a rotoevaporator
4. 4
   workup.DISSOLUTIONThe resulting red-orange liquid was dissolved in chloroform
5. 5
   추출extracted with HCl(10%), NaCl(aq.), NH4OH(10%), NaCl(aq.)
6. 6
   건조dried over MgSO4
7. 7
   기타The chloroform was removed with a rotoevaporator

실험 절차

A one liter, three necked flask was equipped with overhead stirrer, nitrogen atmosphere and an addition funnel. The flask was charged with 100 g of N-(2-hydroxyethoxyethyl)hexahydrophthalimide (0.41 mol.), 42 g of triethylamine (0.41 mol.), 1 g of phenothiazine and 400 ml of acetone. Next, 38 g of acryloyl chloride (0.41 mol.) was added slowly to the flask via the addition funnel over 45 minutes. The reaction was stirred for an additional 12 hours. The triethylamine hydrochloride salt was removed by filtration and the remaining mother liquor was evaporated with a rotoevaporator. The resulting red-orange liquid was dissolved in chloroform and extracted with HCl(10%), NaCl(aq.), NH4OH(10%), NaCl(aq.) and dried over MgSO4. The chloroform was removed with a rotoevaporator to yield 72 g (59%) of an orange-red liquid. The product was confirmed by IR and 13C NMR.

출처