Reaktion #816410

Reaktionsgleichung

product

4-Bromo-3-thiophene-formamide

tributylstannyl(trimethylsilyl)acetylene

→

4-(trimethylsilyl)ethinyl-3-thiophene formamide

Ausbeute 27.7%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeinto degassed toluene (20 ml)
2. 2
   Temperaturthe mixture was heated
3. 3
   Temperaturunder reflux for 16 hours under an atmosphere of nitrogen
4. 4
   TemperaturAfter cooling
5. 5
   Sonstigethe solvent was removed
6. 6
   Sonstigethe residue was chromatographed on silica gel (hexane:ethylacetate 3:1)
7. 7
   SonstigeAfter three consecutive crystallisations from hexane

Vorschrift

The product from step B (1 g), tributylstannyl(trimethylsilyl)acetylene (2.16 g) and palladium(tetrakis)triphenylphoshine (0.28 g) were placed into degassed toluene (20 ml) and the mixture was heated under reflux for 16 hours under an atmosphere of nitrogen. After cooling, the solvent was removed and the residue was chromatographed on silica gel (hexane:ethylacetate 3:1). After three consecutive crystallisations from hexane, 0.3 g of 4-(trimethylsilyl)ethinyl-3-thiophene formamide was obtained (m.p. 90-94° C.).

Quelle