Tetrahydrofuran → 7-bromo-4-methyl-1H-indole

HRID 1173087

Reaktionsgleichung

Reaktionsgleichung von HRID 1173087
O1CCCC1.[CH:6]([Mg]Br)=[CH2:7].[Br:10][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=1[N+:18]([O-])=O.[Cl-].[NH4+]>C(OCC)(=O)C>[Br:10][C:11]1[CH:16]=[CH:15][C:6]([CH3:7])=[C:13]2[C:12]=1[NH:18][CH:17]=[CH:14]2

Komponenten

6

Edukt 4

HCID 8028Tetrahydrofuran2×HCID 25517Ammonium ChlorideHCID 792244-Bromo-3-nitrotolueneHCID 178418507HCID 178418507, Verbindung

Produkt 1

HCID 187528627-bromo-4-methyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1 l (1 mol) of a tetrahydrofuran solution containing 1.0 M vinylmagnesium bromide was added to a tetrahydrofuran solution (300 ml) containing 65.0 g (301 mmol) of 2-bromo-5-methylnitrobenzene at −60° C. under stirring for one hour in nitrogen atmosphere. An aqueous saturated ammonium chloride and ethyl acetate were added to the reaction mixture solution, and the insoluble matters were filtered off. The filtrate was dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel column chromatography, to give 35.5 g of the title compound.

Aufarbeitung

  1. filtrationthe insoluble matters were filtered off
  2. dry with materialThe filtrate was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThen, the residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-dfbab5c697244738928f3dd8cc579791
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834049B2

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