Water → 6-Bromo-1,2,3,9-tetrahydro-4H-carbazol-4-one

HRID 4377Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 4377
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]N=C2CCCC(=O)C2)=[CH:4][CH:3]=1.[OH2:17]>C(O)(=O)C.[Cl-].[Zn+2].[Cl-]>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[NH:8][C:3]1[CH2:4][CH2:5][CH2:6][C:7](=[O:17])[C:2]2=1

Komponenten

5

Edukt 2

HCID 962WaterHCID 566239871,3-Cyclohexanedione mono(4-bromophenylhydrazone)

Produkt 1

HCID 201524426-Bromo-1,2,3,9-tetrahydro-4H-carbazol-4-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The product of Stage (i) (1.5 g) was heated under reflux with dry zinc chloride (16 g) in glacial acetic acid (75 ml) for 24 h. The mixture was cooled, poured into water (200 ml), and the resulting solid filtered off and dried (0.95 g). Purification by flash chromatography (E) gave the title compound as a solid (125 mg). T.l.c. (F), Rf 0.65

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. filtrationthe resulting solid filtered off
  3. customdried (0.95 g)
  4. customPurification by flash chromatography (E)

Quellen und Nachweise

ORD-Eintrag
ord-477e144581644ea4bec3777f5ed06716
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725615

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