Methanol → Quadrol methacrylate

HRID 2231170

반응식

HRID 2231170 반응식
[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[OH:11][CH:12]([CH3:26])[CH2:13][N:14]([CH2:22][CH:23]([OH:25])[CH3:24])[CH2:15][CH2:16][NH:17][CH2:18][CH:19]([OH:21])[CH3:20].COC1C=CC(O)=CC=1.CO>C(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[CH3:20][CH:19]([OH:21])[CH2:18][N:17]([CH2:9][CH:8]([OH:10])[CH3:7])[CH2:16][CH2:15][N:14]([CH2:22][CH:23]([OH:25])[CH3:24])[CH2:13][CH:12]([OH:11])[CH3:26].[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3]

참가 물질

7

반응물 4

HCID 887MethanolHCID 7837Glycidyl methacrylate2회HCID 90154-MethoxyphenolHCID 1120572-Propanol, 1,1'-[[2-[(2-hydroxypropyl)amino]ethyl]imino]bis-

생성물 1

HCID 86742503Quadrol methacrylate

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 6344Dichloromethane용매

실험 절차

(VI-a): Glycidyl methacrylate (5.0 g, 35.5 mmol) was added, dropwise, to a solution of N,N,N'-tris(2-hydroxypropyl)ethylenediamine (V-a) (8.3 g, 35.5 mmol) in 10 mL of CH2Cl2 at room temperature. 4-Methoxyphenol (0.03 g) was added to prevent polymerization. The reaction was maintained for 72 hours at room temperature, then warmed to 30° C. for an additional 24 hours. The reaction was followed by TLC (4 percent MeOH in CCl4 ; glycidyl methacrylate Rf 0.69). Quadrol methacrylate (VI-a) was obtained in quantitative yield after removal of the solvent. The product was further purified by dissolving 5 g of (VI-a) in 200 mL distilled water followed by addition of sodium chloride to saturation. The product, which separated out as an oil, was collected, dissolved in CH2Cl2, and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed to give Quadrol-methacrylate [yield, 53 percent; IR(neet):3350(broad OH); 1720(C=O); 1640(C=C); NMR(CDCl3 ): δ6.2(s, 1H); 5.6(s, 1H); 4.0(broad m, 6); 2.5(broad m, 12H); 2.0 (s, 3H); 1.1(d, 9H)].

후처리

  1. customat room temperature
  2. custompolymerization
  3. temperaturewarmed to 30° C. for an additional 24 hours

출처 및 근거

ORD 기록
ord-199cb0541f4149d6832246a31cbcf513
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04781921

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