反応 #631990

反応方程式

HCl

3-hydroxy-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone

pyridine

ethyl chloroformate

→

Ethyl 1-methyl-3-oxo-3-(2,6,6-trimethyl-3-cyclohexen-1-yl)propyl Carbonate

反応条件

後処理

1. 1
   抽出extracted twice with ether
2. 2
   洗浄washed (H2O, saturated aqueous NaHCO3
3. 3
   乾燥brine), dried over Na2SO4
4. 4
   濃縮concentrated
5. 5
   その他The oil (2.38 g) was purified by flash-chromatography (cyclohexane/AcOEt=98:2)

実験手順

A solution of 3-hydroxy-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone (8.0 mmol) in pyridine (1.85 g, 23.4 mmol) was treated at 0° C. with ethyl chloroformate (1.24 g, 23.4 mmol). The reaction solution was stirred at room temperature for 36 hours, treated with 5% aqueous HCl and extracted twice with ether, washed (H2O, saturated aqueous NaHCO3, then brine), dried over Na2SO4 and concentrated. The oil (2.38 g) was purified by flash-chromatography (cyclohexane/AcOEt=98:2), using SiO2 (100 g). Yield: 2.06 g (78%).

出典