1-(Thiophen-3-yl)ethanone → HCID 18936319, Verbindung

HRID 2819

Reaktionsgleichung

Reaktionsgleichung von HRID 2819
C([Li])CCC.C[Si](C)(C)[C:8]1[S:9][CH:10]=[CH:11][N:12]=1.[C:15]([C:18]1[CH:22]=[CH:21][S:20][CH:19]=1)(=[O:17])[CH3:16].C(=O)([O-])O.[Na+]>C(OCC)C>[S:9]1[C:10]([C:15]([C:18]2[CH:22]=[CH:21][S:20][CH:19]=2)([OH:17])[CH3:16])=[CH:11][N:12]=[CH:8]1

Komponenten

6

Edukt 4

HCID 151161-(Thiophen-3-yl)ethanoneHCID 516892Sodium BicarbonateHCID 5884532-TrimethylsilylthiazoleHCID 178418339Butyllithium

Produkt 1

HCID 18936319HCID 18936319, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

n-Butyllithium (2.5M solution in hexane, 5.6 ml) in diethylether (25 ml) was stirred at -70° C. under a nitrogen atmosphere and 2-trimethylsilylthiazole (2 g) in diethylether (25 ml) was added dropwise. After 30 minutes 3-acetylthiophene (1.93 g) in diethylether (25 ml) was added dropwise. After a further 45 minutes the mixture was allowed to warm to room temperature and then left to stir for a further 1 hour. Saturated aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The organic layers were combined, washed, dried and evaporated and the residue was purified by flash chromatography to give the title compound as an oil.

Aufarbeitung

  1. waitleft
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with diethylether
  4. washwashed
  5. customdried
  6. customevaporated
  7. customthe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7674ce8e93ec4e02859f77b6a1662375
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731335

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