6-(Bromomethyl)-2-methylquinoline → 2-(2-Methylquinolin-6-ylmethyl)-isoindole-1,3-dione

HRID 1173977

Reaktionsgleichung

Reaktionsgleichung von HRID 1173977
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([CH3:13])[CH:7]=[CH:6]2.[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.[K]>CN(C=O)C>[CH3:13][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([CH2:2][N:18]3[C:14](=[O:24])[C:15]4[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:17]3=[O:19])[CH:4]=2)[N:9]=1

Komponenten

4

Edukt 2

HCID 27954806-(Bromomethyl)-2-methylquinolineHCID 24194345Phthalimide potassium salt

Produkt 1

HCID 230791882-(2-Methylquinolin-6-ylmethyl)-isoindole-1,3-dioneAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The compound (421.7 mg) obtained in Example 119-1 was dissolved in anhydrous DMF (12.6 ml) and added with potassium phthalimide (663.1 mg), followed by stirring at room temperature for 2 hours. After the reaction, the solvent was distilled off and the residue was then added with water. The mixture was extracted with chloroform and the extract was dried with magnesium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (536.0 mg) as a white solid.

Aufarbeitung

  1. customAfter the reaction
  2. distillationthe solvent was distilled off
  3. additionthe residue was then added with water
  4. extractionThe mixture was extracted with chloroform
  5. dry with materialthe extract was dried with magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was then purified through silica gel column chromatography (chloroform/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-e0051928026e48a7ae95d4550f6edc0f
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07833991B2

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