Potassium Iodide → HCID 28881253, Verbindung

HRID 549379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 549379
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.Br[CH2:12][C:13]([O-:15])=[O:14].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+].[C:24](#N)[CH3:25]>C(OCC)(=O)C>[CH2:24]([O:15][C:13](=[O:14])[CH2:12][N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:2]1[CH3:1])[CH3:25]

Komponenten

7

Edukt 5

HCID 4875Potassium IodideHCID 6226BromoacetateHCID 6342AcetonitrileHCID 72242-MethylindoleHCID 10796Cesium carbonate

Produkt 1

HCID 28881253HCID 28881253, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 2-methyl-1H-indole (1.0 g, 7.6 mmol) in acetonitrile (25 mL) was treated with 2-bromoacetate (2.54 mL, 22.9 mmol), cesium carbonate (2.10 g, 11.4 mmol) and potassium iodide (253 mg, 1.52 mmol) and the resulting mixture was stirred at room temperature for 16 h. The mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered, and concentrated, and the residue was purified to give (2-methyl-indol-1-yl)-acetic acid ethyl ester (1.36 g, 82% yield). LCMS (m/z): 218.1 (M+1).

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-4a055437874c42678fffdf958803417e
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943652B2

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