反応 #166076

反応方程式

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

収率 66.0%

反応条件

後処理

1. 1
   その他The organic phase was separated
2. 2
   抽出the aqueous layer was extracted with ethyl ether
3. 3
   乾燥dried over anhydrous Na2SO4
4. 4
   その他Removal of the solvent and purification by flash chromatography (Hexane/Ethyl Acetate 20:1)

実験手順

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.

出典