Acetic Acid → N-(1,3,4,9-tetrahydro-6-methoxy-2H-carbazol-2-yl)acetamide

HRID 126888

Reaktionsgleichung

Reaktionsgleichung von HRID 126888
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:11])[CH3:10])[CH2:3]1.CC([O-])=O.[Na+].Cl.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26]N)=[CH:22][CH:21]=1.CC(O)=O>O>[CH3:18][O:19][C:20]1[CH:21]=[C:22]2[C:23](=[CH:24][CH:25]=1)[NH:26][C:2]1[CH2:3][CH:4]([NH:8][C:9](=[O:11])[CH3:10])[CH2:5][CH2:6][C:7]2=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 20529251N-(3-oxocyclohexyl)acetamide

Produkt 1

HCID 20529230N-(1,3,4,9-tetrahydro-6-methoxy-2H-carbazol-2-yl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 0.05 mol of N-(3-oxocyclohexyl)acetamide, 0.05 mol of anhydrous NaOAc, 0.05 mol of 4-methoxyphenylhydrazine hydrochloride, and 155 ml of glacial HOAc was stirred for 1 hr at room temperature and then refluxed for 1 hr. The cooled reaction mixture was poured into H2O and the product triturated until solid. Filtration, drying, and recrystallization from ethanol gave the title compound, mp 191°-193°.

Aufarbeitung

  1. temperaturerefluxed for 1 hr
  2. customThe cooled reaction mixture
  3. customthe product triturated until solid
  4. filtrationFiltration
  5. customdrying
  6. customrecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-aecb9e2823d0491580aecd77398a6053
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254134

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