Water → 1H-Indole, 2,3-dihydro-1-methyl-5-nitro-

HRID 450044

Reaktionsgleichung

Reaktionsgleichung von HRID 450044
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)([O-:3])=[O:2].[OH-].[K+].[CH3:15]I.O>CC(C)=O>[CH3:15][N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[CH2:7][CH2:8]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 362195-Nitroindoline

Produkt 1

HCID 1677381H-Indole, 2,3-dihydro-1-methyl-5-nitro-Ausbeute 92,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 5-nitro-2,3-dihydro-1H-indole (1 g, 6.09 mmol) in acetone (12 ml) was added powdered potassium hydroxide (1.7 g, 30.45 mmol), followed by methyl iodide (1.2 g, 9.14 mmol) and stirred overnight at ambient temperature. The solvent was evaporated under vacuum to give a residue, to which water was added and the product extracted with ethyl acetate. Drying and concentration of the organic layer yielded 1-methyl-5-nitro-2,3-dihydro-1H-indole (1 g, 92%) as solid.

Aufarbeitung

  1. customThe solvent was evaporated under vacuum
  2. customto give a residue
  3. extractionthe product extracted with ethyl acetate
  4. customDrying

Quellen und Nachweise

ORD-Eintrag
ord-d7a933c1cbea496898453122ccff6b34
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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