Potassium Carbonate → N-(1-(2-(3,4-dimethoxyphenyl)ethyl)pyrrolidin-3-yl)phthalimide

HRID 975007

Reaktionsgleichung

Reaktionsgleichung von HRID 975007
Cl.[NH:2]1[CH2:6][CH2:5][CH:4]([N:7]2[C:11](=[O:12])[C:10]3=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]3[C:8]2=[O:17])[CH2:3]1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH2:28][CH2:29]Cl)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH2:28][CH2:29][N:2]2[CH2:6][CH2:5][CH:4]([N:7]3[C:11](=[O:12])[C:10]4=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]4[C:8]3=[O:17])[CH2:3]2)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 30153594-(2-Chloroethyl)-1,2-dimethoxybenzeneHCID 22926344N-(3-pyrrolidyl)phthalimide hydrochloride

Produkt 1

HCID 15045352N-(1-(2-(3,4-dimethoxyphenyl)ethyl)pyrrolidin-3-yl)phthalimideAusbeute 11,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

6.03 g of the hydrochloride was suspended into 100 ml of acetonitrile, to which 4.79 g of 2-(3,4-dimethoxyphenyl) ethyl chloride, 8.24 g of anhydrous potassium carbonate and n-tetrabutyl ammonium iodide (catalytic amount) were added and refluxed under heating for 20 hours. After allowing them to cool, the inorganic salts were filtered out and the solvent was distilled off. After adding ethyl acetate and washed with water, they were dried with anhydrous magnesium sulfate. The solvent was concentrated and purified on silica gel chromatography to obtain 1.03 g of the above-captioned compound (total yield: 6.5%).

Aufarbeitung

  1. additionwere added
  2. temperaturerefluxed
  3. temperatureunder heating for 20 hours
  4. temperatureto cool
  5. filtrationthe inorganic salts were filtered out
  6. distillationthe solvent was distilled off
  7. additionAfter adding ethyl acetate
  8. washwashed with water, they
  9. dry with materialwere dried with anhydrous magnesium sulfate
  10. concentrationThe solvent was concentrated
  11. custompurified on silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-da22ce4dabb647e68b208ea118e2c094
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05607953

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