Nitric Acid → HCID 22030612, Verbindung

HRID 454309

Reaktionsgleichung

Reaktionsgleichung von HRID 454309
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6]2.[N+:17]([O-])([OH:19])=[O:18]>ClCCl>[OH:2][C:3]1[C:4]([N+:17]([O-:19])=[O:18])=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6]2

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 20926Ethyl 5-methoxyindole-2-carboxylate

Produkt 1

HCID 22030612HCID 22030612, VerbindungAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 5-methoxyindole-2-carboxylate (8.15 g, 37.2 mmol), (prepared by the method described in Heterocycles Vol. 43, No. 2, p. 263-266), nitric acid adsorbed on silica gel (24 g) and dichloromethane (150 ml) was stirred at ambient temperature for 18 hours. The dichloromethane was removed in vacuo and the product washed off the silica with acetone. The acetone was evaporated in vacuo. The residue was treated again with nitric acid on silica (1 g) as above and the work up procedure repeated to give ethyl 5-hydroxy-4-nitroindole-2-carboxylate (5.8 g, 59%).

Aufarbeitung

  1. custom(prepared by the method
  2. customThe dichloromethane was removed in vacuo
  3. washthe product washed off the silica with acetone
  4. customThe acetone was evaporated in vacuo
  5. additionThe residue was treated again with nitric acid on silica (1 g) as above and the work up procedure

Quellen und Nachweise

ORD-Eintrag
ord-132ad3e4bce44edb80e78c38a37e2a70
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

Verknüpfte Notizen

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