HCID 86686569, Verbindung → 4'-Fluorospiro[cyclobutane-1,3'-indol]-2'(1'H)-one

HRID 1528090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1528090
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[C:11]1([C:15]([O:17]C)=O)[CH2:14][CH2:13][CH2:12]1>C(O)(=O)C.[Zn]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[C:11]1([CH2:14][CH2:13][CH2:12]1)[C:15](=[O:17])[NH:8]2

Komponenten

4

Edukt 1

HCID 86686569HCID 86686569, Verbindung

Produkt 1

HCID 866865714'-Fluorospiro[cyclobutane-1,3'-indol]-2'(1'H)-oneAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of methyl 1-(2-fluoro-6-nitrophenyl)cyclobutanecarboxylate (3.11 g) in acetic acid (60 mL) was added zinc (16.1 g), and the mixture was stirred overnight at room temperature. The zinc was removed by filtration, and the filtrate was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was washed with saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.30 g).

Aufarbeitung

  1. customThe zinc was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe solution was washed with saturated aqueous sodium hydrogen carbonate solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-583c37fc649c4e0593a695c600aec3d2
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09090586B2

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