2-Nitropropane → 5-Bromo-3-(2-methyl-2-nitropropyl)indole

HRID 2413038

Reaktionsgleichung

Reaktionsgleichung von HRID 2413038
CN([CH2:4][C:5]1[C:9]2[CH:10]=[C:11]([Br:14])[CH:12]=[CH:13][C:8]=2[NH:7][CH:6]=1)C.[N+:15]([CH:18]([CH3:20])[CH3:19])([O-:17])=[O:16].[OH-].[Na+]>O(C(C)C)C(C)C>[Br:14][C:11]1[CH:10]=[C:9]2[C:8](=[CH:13][CH:12]=1)[NH:7][CH:6]=[C:5]2[CH2:4][C:18]([CH3:20])([N+:15]([O-:17])=[O:16])[CH3:19]

Komponenten

5

Edukt 3

HCID 3982-NitropropaneHCID 13249Indole, 5-bromo-3-(dimethylamino)methyl-HCID 14798Sodium Hydroxide

Produkt 1

HCID 126196615-Bromo-3-(2-methyl-2-nitropropyl)indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7914Diisopropyl EtherLösungsmittel

Versuchsvorschrift

5-Bromogramine, 60.0 g., 165 g. of 2-nitropropane, and 10.5 g. of sodium hydroxide pellets were caused to react under the conditions of Procedure 10C. The product was recovered as a dark syrup-like liquid from which the crystalline product was obtained by dissolving in i-Pr2O. The crystalline material was recrystallized from i-Pr2O to yield 48.6 g. of tan crystalline product, m.p. 106°-109°. The structure was confirmed by examination of the NMR spectrum.

Aufarbeitung

  1. customto react under the conditions of Procedure 10C
  2. customThe product was recovered as a dark syrup-like liquid from which the crystalline product
  3. customwas obtained
  4. customThe crystalline material was recrystallized from i-Pr2O
  5. customto yield 48.6 g

Quellen und Nachweise

ORD-Eintrag
ord-cc9d840aa0164f5180edf71ebc0b6051
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04495352

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