Reaktion #166076

Reaktionsgleichung

1,1-diphenyl-hex-5-en-2-ol

2-benzhydryl-2,3-dihydro-4H-pyran-4-one

ethyl vinyl ether

NaHCO3

→

1,1-diphenyl-2-(1-ethenoxy)-hex-5-ene

Ausbeute 66.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic phase was separated
2. 2
   Extraktionthe aqueous layer was extracted with ethyl ether
3. 3
   Trocknendried over anhydrous Na2SO4
4. 4
   SonstigeRemoval of the solvent and purification by flash chromatography (Hexane/Ethyl Acetate 20:1)

Vorschrift

Into a mixture of 1,1-diphenyl-hex-5-en-2-ol 2 (7 g, 27.78 mmol) in ethyl vinyl ether (250 ml) was added Hg(OCOCF3)2(2.37 g, 5.56 mmol) and was stirred overnight at room temperature. The reaction mixture was neutralized by addition of sat. aqueous NaHCO3. The organic phase was separated and the aqueous layer was extracted with ethyl ether, and dried over anhydrous Na2SO4. Removal of the solvent and purification by flash chromatography (Hexane/Ethyl Acetate 20:1) gave 1,1-diphenyl-2-(1-ethenoxy)-hex-5-ene 9 (5.1 g, 66%) as a liquid.

Quelle