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Borane → HCID 11096444, Verbindung

HRID 1741813
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1741813
[CH:1]1[CH:2]=[C:3]([C:10](=O)[CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2.B>O1CCCC1>[CH:1]1[CH:2]=[C:3]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6331BoraneHCID 10879379Ethyl 4-(3-indolizinyl)-4-oxobutyrate

Produkt 1

HCID 11096444HCID 11096444, VerbindungAusbeute 56,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of ethyl 4-(3-indolizinyl)-4-oxobutyrate (556 mg) in tetrahydrofuran (5 ml) was added borane in tetrahydrofuran (1M solution, 3.6 ml) at 0° C. After stirring at room temperature for 10 minutes, the reaction was quenched by aqueous potassium dihydrogen phosphate at 0° C., and the resulting mixture was extracted with ether. The organic layers were washed with water, aqueous sodium bicarbonate and brine, dried over sodium sulfate. After evaporation of the solvent, the residue was chromatographed on alumina (Hexane-methylene chloride=1:1) to give ethyl 4-(3-indolizinyl)butyrate (294 mg).

Aufarbeitung

  1. customthe reaction was quenched by aqueous potassium dihydrogen phosphate at 0° C.
  2. extractionthe resulting mixture was extracted with ether
  3. washThe organic layers were washed with water, aqueous sodium bicarbonate and brine
  4. dry with materialdried over sodium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on alumina (Hexane-methylene chloride=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-f8076d5d04c8405ab1a80e5204d39e80
Quelldatensatz
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05334716

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