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

HRID 854705노트

반응식

HRID 854705 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-600ec312e58a451ca0ee3f0d599d4ced
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259271B2

반응 노트

불러오는 중…