三乙胺 → N-(Acryloyloxyethoxyethyl)hexahydrophthalimide

HRID 3069

反应方程式

HRID 3069 反应方程式
[OH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11](=[O:12])[CH:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:9]2[C:8]1=[O:17].C(N(CC)CC)C.[C:25](Cl)(=[O:28])[CH:26]=[CH2:27]>C1C2NC3C(=CC=CC=3)SC=2C=CC=1.CC(C)=O>[C:25]([O:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11](=[O:12])[CH:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:9]2[C:8]1=[O:17])(=[O:28])[CH:26]=[CH2:27]

参与物

6

反应物 3

HCID 8471三乙胺HCID 13140丙烯酰氯HCID 55023972N-(2-hydroxyethoxyethyl)hexahydrophthalimide

产物 1

HCID 67622109N-(Acryloyloxyethoxyethyl)hexahydrophthalimide收率 59.5%

试剂、催化剂与溶剂 2

HCID 7108吩噻嗪催化剂HCID 180丙酮溶剂

实验过程

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.

后处理

  1. customA one liter, three necked flask was equipped with overhead stirrer
  2. customThe triethylamine hydrochloride salt was removed by filtration
  3. customthe remaining mother liquor was evaporated with a rotoevaporator
  4. dissolutionThe resulting red-orange liquid was dissolved in chloroform
  5. extractionextracted with HCl(10%), NaCl(aq.), NH4OH(10%), NaCl(aq.)
  6. dry with materialdried over MgSO4
  7. customThe chloroform was removed with a rotoevaporator

来源与证据

ORD记录
ord-af9dc50fe19f475a8fbd4e36870e7ec5
来源数据集
uspto-grants-1998_03
专利号
US05733648

关联笔记

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