반응 #816412

반응 방정식

product

2-Iodo-3-formylaminothiophene

ethinyl trimethylsilane

→

2-(trimethylsilylethinyl)-3-formamido-thiophene

수율 95.3%

용매

DMF

triethylamine

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   기타After 6 hours the solvents were removed under vacuum
3. 3
   기타the residue was chromatographed on silica gel (hexane:ethyl acetate 2:1)

실험 절차

The product from step A (37.8 g) was dissolved in a mixture of DMF (500 ml) and triethylamine (50 ml). CuI (1.4 g) and bis(triphenylphosphino)palladiumdichloride (5.2 g) were added under nitrogen and after 15 minutes ethinyl trimethylsilane (22 g) was added dropwise. After 6 hours the solvents were removed under vacuum and the residue was chromatographed on silica gel (hexane:ethyl acetate 2:1) to yield 2-(trimethylsilylethinyl)-3-formamido-thiophene (31.78 g) (m.p. 87-93° C.).

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