Water → 5,5'-Oxybis[2-(prop-2-en-1-yl)-1H-isoindole-1,3(2H)-dione]

HRID 1007514

반응식

HRID 1007514 반응식
[CH:1]1[C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]3[C:14](O[C:17](=[O:18])[C:10]=3[CH:9]=2)=[O:15])=[CH:5][C:4]2[C:19](O[C:22](=[O:23])[C:3]=2[CH:2]=1)=[O:20].[CH2:24]([NH2:27])[CH:25]=[CH2:26].O>C(O)(=O)C>[CH2:24]([N:27]1[C:19](=[O:20])[C:4]2=[CH:5][C:6]([O:7][C:8]3[CH:9]=[C:10]4[C:17](=[O:18])[N:27]([CH2:24][CH:25]=[CH2:26])[C:14](=[O:15])[C:11]4=[CH:12][CH:13]=3)=[CH:1][CH:2]=[C:3]2[C:22]1=[O:23])[CH:25]=[CH2:26]

참가 물질

5

반응물 3

HCID 962WaterHCID 7853AllylamineHCID 745744,4'-Oxydiphthalic anhydride

생성물 1

HCID 151854915,5'-Oxybis[2-(prop-2-en-1-yl)-1H-isoindole-1,3(2H)-dione]

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
115 °C

실험 절차

N,N′-Bis(2-Propenyl)-4,4′-Oxydiphthalimide [ODPA-Bis (N-Allyl)] was synthesized in the following manner. A reaction flask was charged with 4,4′-oxydiphthalic dianhydride (21.7 g, 70 mmoles) in glacial acetic acid solvent (120 ml). Allyl amine (7.98 g, 140 mmoles) was added slowly to the flask while the reaction mixture temperature was controlled at 18° to 22° C. with external cooling. After addition was complete, the reaction mixture was heated to reflux (ca. 115° C.) for 90 min and the solution gradually turned to clear from cloudy. After cooling, the product mixture was poured into water (450 to 500 ml), The resulting mixture was then brought to boiling briefly. After cooling, product precipitated out of solution and was collected by filtration, washed several times with water, and finally with methanol. Product was then dried in a vacuum oven (150 mm Hg, room temperature). The white solid product was obtained in 76%.

후처리

  1. customwas controlled at 18° to 22° C. with external cooling
  2. additionAfter addition
  3. temperaturethe reaction mixture was heated
  4. temperatureAfter cooling
  5. temperatureAfter cooling
  6. customproduct precipitated out of solution
  7. filtrationwas collected by filtration
  8. washwashed several times with water
  9. customProduct was then dried in a vacuum oven (150 mm Hg, room temperature)
  10. customThe white solid product was obtained in 76%

출처 및 근거

ORD 기록
ord-03fa5b7ae5d048048b9d4ff41c5aecf0
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06794455B2

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