Acetic Acid → 6-Bromo-1,2,3,4-tetrahydrocarbazole

HRID 403646Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 403646
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[C:11](O)(=O)[CH3:12].C(=O)(O)[O-].[Na+]>C1(=O)CCCCC1>[Br:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:12]1[CH2:11][CH2:5][CH2:4][CH2:3][C:8]2=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 121574-Bromophenylhydrazine hydrochlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 2688776-Bromo-1,2,3,4-tetrahydrocarbazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7967CyclohexanoneLösungsmittel2×

Versuchsvorschrift

Cyclohexanone (1.16 mL, 11.2 mmol) and 4-bromo-phenylhydrazine hydrochloride (2.50 g, 11.2 mmol) were refluxed in cyclohexanone (18 mL) and acetic acid (AcOH) (12 L) for 24 h. The reaction mixture was treated with saturated sodium bicarbonate (Na2CO3) and extracted with ethyl acetate, dried (Na2CO3) and concentrated. The product was purified by column chromatography, giving 479 mg of compound 30 as a solid.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialdried (Na2CO3)
  3. concentrationconcentrated
  4. customThe product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-cc728d06680b4570a0af222d9319c9df
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748451B2

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