Réaction #166076

Équation de réaction

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

Rendement 66.0%

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source