Реакция #679307

Уравнение реакции

4-Hydroxy-2-butanone

potassium carbonate

18-crown-6

3-(Chloromethyl)-2H-chromen-2-one

→

3-(3-oxo-butoxymethyl)-chromen-2-one

Растворители

THF

Условия реакции

Обработка

1. 1
   Другоеequipped with a condenser
2. 2
   Температураthe system is refluxed for 16 hours
3. 3
   Фильтрацияfiltered
4. 4
   Другоеthe organic solvents are removed by rotary evaporation
5. 5
   ДругоеThe solid organic residue is purified by column chromatography

Методика

3-(Chloromethyl)-2H-chromen-2-one (19.461 g, 100 mmol) is dissolved into 100 mL of anhydrous THF in a three neck flask equipped with a condenser, stir bar, and argon inlet. To the mixture is added 27.6 g (200 mmol) of anhydrous potassium carbonate and 2.0 g of 18-crown-6. 4-Hydroxy-2-butanone (16.2 g, 200 mmol) is added and the system is refluxed for 16 hours, cooled to room temperature, filtered, and the organic solvents are removed by rotary evaporation. The solid organic residue is purified by column chromatography using 3:1 ethyl acetate:hexanes to yield 3-(3-oxo-butoxymethyl)-chromen-2-one.

Источник