Dimethyl Sulfate → 6-Fluoro-1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one

HRID 4375

Reaktionsgleichung

Reaktionsgleichung von HRID 4375
[F:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH2:9][CH2:8][CH2:7][C:6](=[O:15])[C:5]2=1.[C:16](=O)([O-])[O-].[K+].[K+].COS(OC)(=O)=O>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:16])[C:10]1[CH2:9][CH2:8][CH2:7][C:6](=[O:15])[C:5]2=1

Komponenten

5

Edukt 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 3357046-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one

Produkt 1

HCID 201524556-Fluoro-1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-oneAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

The product of Stage (ii) (7.28 g), potassium carbonate (9.90 g), acetone (70 ml), and dimethylsulphate (5.1 ml) were vigorously stirred at room temperature overnight under nitrogen. The mixture was concentrated to one half of its volume and then stirred with water (350 ml) for 30 min. The mixture was filtered off, washed with water (50 ml), air-dried for 1 h, and dried in vacuo over phosphorus pentoxide to give the title compound as needles (7.59 g), m.p. 157.5°-158.5°.

Aufarbeitung

  1. concentrationThe mixture was concentrated to one half of its volume
  2. filtrationThe mixture was filtered off
  3. washwashed with water (50 ml)
  4. customair-dried for 1 h
  5. dry with materialdried in vacuo over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-76b14a9408c64659932b886070897fcf
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725615

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