Реакция #81147

Уравнение реакции

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

Растворители

tert-butanol

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Температураrefluxed for 1 hour
3. 3
   ПромывкаThe organic layer was washed with a saturated sodium chloride aqueous solution
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   ДругоеThe drying agent was separated by filtration
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Методика

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.

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