Methanol → Quadrol methacrylate

HRID 2231170ノート

反応式

HRID 2231170 の反応式
[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]

参加物

7

反応物 4

HCID 887MethanolHCID 7837Glycidyl methacrylate2 回HCID 90154-MethoxyphenolHCID 1120572-Propanol, 1,1'-[[2-[(2-hydroxypropyl)amino]ethyl]imino]bis-

生成物 1

HCID 86742503Quadrol methacrylate

試薬・触媒・溶媒 2

HCID 5943Carbon Tetrachloride溶媒HCID 6344Dichloromethane溶媒

実験手順

(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)].

後処理

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

出典と根拠

ORDレコード
ord-199cb0541f4149d6832246a31cbcf513
出典データセット
uspto-grants-1988_11
特許番号
US04781921

反応ノート

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