Isopropyl iodide → HCID 22732008, Verbindung

HRID 2084056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2084056
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[H-].[Na+].I[CH:20]([CH3:22])[CH3:21]>C1(C)C=CC=CC=1.O.CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[CH:20]([CH3:22])[CH3:21])=[CH:4][CH:3]=1

Komponenten

8

Edukt 4

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 6764936-Bromoindole

Produkt 1

HCID 22732008HCID 22732008, VerbindungAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 6-bromoindole (2.0 g, 10 mmol), K2CO3 (2.76 g, 20 mmol), NaH (0.48 g, 20 mmol), DMF (1 ml) and 2-iodopropane (8.5 g, 50 mmol) in 40 ml of toluene was heated at 90˜100° C. for 2 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate (Na2SO4), concentrated in vacuo and the residue purified by column chromatography on silica gel, eluting with hexanes, to give (2.32 g, 97%) of the title product.

Aufarbeitung

  1. temperaturewas heated at 90˜100° C. for 2 hr
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous sodium sulphate (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customthe residue purified by column chromatography on silica gel
  6. washeluting with hexanes

Quellen und Nachweise

ORD-Eintrag
ord-8ef3b2b1d8a54147a0783d9b8c5da062
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06716837B1

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