Methyl iodide → 6-Bromo-1,3-dimethyl-1H-indole

HRID 1051490

Reaktionsgleichung

Reaktionsgleichung von HRID 1051490
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:11])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[H-].[Na+].[CH3:14]I>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:11])=[CH:7][N:8]2[CH3:14])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 534029586-Bromo-3-methyl-1H-indole

Produkt 1

HCID 233835116-Bromo-1,3-dimethyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 6-bromo-3-methyl-1H-indole (200 mg, 0.95 mmol) in DMF (8 mL) was added NaH (114 mg, 2.85 mmol, m %/60%). The mixture was stirred at room temperature for 1 h before the addition of MeI (162 mg, 1.14 mmol). The system was stirred at room temperature for 4 h then the mixture was quenched with water and extracted with EtOAc. The organic layer was concentrated to give crude product which was used in next step without further purification. LCMS (m/z): 224.1 [M+H]+.

Aufarbeitung

  1. customthe mixture was quenched with water
  2. extractionextracted with EtOAc
  3. concentrationThe organic layer was concentrated
  4. customto give crude product which
  5. customwas used in next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-bd6104608632445aabcb26bc882c55c3
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388173B2

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