4,5-Diethoxy-3-fluorophthalonitrile → 5,6-diethoxy-7-fluoro-3H-isoindol-1-ylamine

HRID 1295950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295950
[CH2:1]([O:3][C:4]1[C:5]([F:17])=[C:6]([C:15]#[N:16])[C:7](=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[C:8]#[N:9])[CH3:2]>C(OCC)(=O)C.C(O)C.CO.[Pt]=O>[CH2:1]([O:3][C:4]1[C:5]([F:17])=[C:6]2[C:7](=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[CH2:8][N:9]=[C:15]2[NH2:16])[CH3:2]

Komponenten

4

Edukt 1

HCID 229298414,5-Diethoxy-3-fluorophthalonitrile

Produkt 1

HCID 99917775,6-diethoxy-7-fluoro-3H-isoindol-1-ylamineAusbeute 20 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 18423184Ethyl acetate ethanol methanolLösungsmittel

Versuchsvorschrift

After dissolving 4,5-diethoxy-3-fluorophthalonitrile (103 g) in ethyl acetate-ethanol-methanol (600 ml-600 ml-300 ml), platinum oxide (8 g) was added and the mixture was stirred at room temperature for 4 days under a hydrogen stream. The reaction mixture was filtered through celite, the organic layer was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (21 g) as yellow crystals.

Aufarbeitung

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through celite
  3. distillationthe organic layer was distilled off under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-3313e0d14f764dacad535d9e1fede670
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244730B2

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