Reaktion #816412

Reaktionsgleichung

product

2-Iodo-3-formylaminothiophene

ethinyl trimethylsilane

→

2-(trimethylsilylethinyl)-3-formamido-thiophene

Ausbeute 95.3%

Lösungsmittel

DMF

triethylamine

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.).

Quelle