Triethylamine → 2-[3-(2,2-Dimethyl[1,3]dioxolan-4-yl)propyl]isoindole-1,3-dione

HRID 1245774ノート

反応式

HRID 1245774 の反応式
[CH3:1][C:2]1([CH3:11])[O:6][CH:5]([CH2:7][CH2:8][CH2:9][NH2:10])[CH2:4][O:3]1.[C:12]([C:17]1[CH:27]=[CH:26][CH:25]=[C:19]2C(N[C:23](=[O:24])[C:18]=12)=O)(OCC)=[O:13].C(N(CC)CC)C>C(#N)C>[CH3:1][C:2]1([CH3:11])[O:6][CH:5]([CH2:7][CH2:8][CH2:9][N:10]2[C:12](=[O:13])[C:17]3[C:18](=[CH:19][CH:25]=[CH:26][CH:27]=3)[C:23]2=[O:24])[CH2:4][O:3]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 134166863-(2,2-Dimethyl-1,3-dioxolan-4-yl)propan-1-amineHCID 22254400Ethoxycarbonylphthalimide

生成物 1

HCID 219154692-[3-(2,2-Dimethyl[1,3]dioxolan-4-yl)propyl]isoindole-1,3-dione

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a stirred solution of 3-(2,2-dimethyl-[1,3]dioxolan-4-yl)propylamine (1.05 g, 6.60 mmol) and carboethoxyphthalimide (1.45 g, 6.60 mmol) in acetonitrile (10 mL) at room temperature was added triethylamine (0.92 mL, 6.60 mmol) in one portion and the resuting mixture was stirred at room temperature for 18 hours, evaporated in vacuo and the residue was dissolved in ethyl acetate (50 mL). The solution was washed with brine, 10% citric acid solution and brine, then dried over anhydrous magnesium sulfate. Filtration and concentration in vacuo gave an oil which was purified by column chromatography on silica using ethyl acetate-petroleum ether mixture as eluent to afford a colourless oil.

後処理

  1. customevaporated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate (50 mL)
  3. washThe solution was washed with brine, 10% citric acid solution and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationFiltration and concentration in vacuo
  6. customgave an oil which
  7. customwas purified by column chromatography on silica
  8. customto afford a colourless oil

出典と根拠

ORDレコード
ord-095a2f07d6ed468486a571819a8ffc8f
出典データセット
uspto-grants-2006_10
特許番号
US07125904B2

反応ノート

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