Methanol → 4-iodo-1H-Isoindole-1,3(2H)-dione

HRID 21112

Reaktionsgleichung

Reaktionsgleichung von HRID 21112
[I:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:5]([O:7][C:8](=O)[C:3]=12)=[O:6].C[Si](C)(C)[NH:15][Si](C)(C)C.CO.O>CN(C=O)C>[I:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:5]([NH:15][C:8](=[O:7])[C:3]=12)=[O:6]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 13838HexamethyldisilazaneHCID 2820713-Iodophthalic anhydride

Produkt 1

HCID 184075124-iodo-1H-Isoindole-1,3(2H)-dioneAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-Iodophthalic anhydride (598 mg, 2.18 mmol) was dissolved in DMF (14 mL), and the solution was added with an aqueous solution (10 mL) of hexamethyldisilazane (HMDS) (4.6 mL, 22 mmol) and methanol (0.44 mL, 11 mmol), followed by stirring at room temperature for 18.5 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure a and the residue was purified by slurry using chloroform to obtain 3-iodophtalimide (403 mg, yield 68%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure a and the residue
  5. customwas purified by slurry

Quellen und Nachweise

ORD-Eintrag
ord-0ee272fea7cd425ebdbaa6a1eccbe4c9
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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