반응 #816410

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product

4-Bromo-3-thiophene-formamide

tributylstannyl(trimethylsilyl)acetylene

→

4-(trimethylsilyl)ethinyl-3-thiophene formamide

수율 27.7%

반응 조건

후처리

1. 1
   기타into degassed toluene (20 ml)
2. 2
   온도the mixture was heated
3. 3
   온도under reflux for 16 hours under an atmosphere of nitrogen
4. 4
   온도After cooling
5. 5
   기타the solvent was removed
6. 6
   기타the residue was chromatographed on silica gel (hexane:ethylacetate 3:1)
7. 7
   기타After three consecutive crystallisations from hexane

실험 절차

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.).

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