反応 #81147

反応方程式

p-chlorobenzyl chloride

potassium tert-butoxide

tert-butyl 2-{2-(4-chlorophenyl)ethyl}-3-oxobutanoate

ethyl ether

→

tert-butyl 2-(4-chlorobenzyl)-2-{2-(4-chlorophenyl)ethyl}-3-oxobutanoate

溶媒

tert-butanol

water

反応条件

後処理

1. 1
   温度The mixture was heated
2. 2
   温度refluxed for 1 hour
3. 3
   洗浄The organic layer was washed with a saturated sodium chloride aqueous solution
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   その他The drying agent was separated by filtration
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

1.94 g of tert-butyl 2-{2-(4-chlorophenyl)ethyl}-3-oxobutanoate was dissolved in 10 ml of tert-butanol, and 0.17 g of p-chlorobenzyl chloride and 0.90 g of potassium tert-butoxide were added thereto. The mixture was heated and refluxed for 1 hour. Then, ethyl ether and water were added to the reaction solution for liquid separation. The organic layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The drying agent was separated by filtration and then the solvent was distilled off under reduced pressure. The residue was subjected to medium pressure liquid chromatography (hexane/ethyl acetate=9/1) to obtain 1.43 g (yield: 52%) of tert-butyl 2-(4-chlorobenzyl)-2-{2-(4-chlorophenyl)ethyl}-3-oxobutanoate.

出典