反应 #59932

反应方程式

ethyl 3-oxopentanoate

ethylene glycol

triethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

收率 58.9%

Ethyl(2-ethyl-1,3-dioxolan-2-yl)acetate

收率 58.9%

溶剂

ethyl acetate

heptane

反应条件

后处理

1. 1
   洗涤was washed with water
2. 2
   洗涤The organic layer was washed with a saturated saline solution
3. 3
   干燥dried over magnesium sulfate
4. 4
   过滤filtrated
5. 5
   浓缩the filtrate was concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in heptane
7. 7
   洗涤subjected to NH silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=1/0→10/1)

实验过程

A mixture of ethyl 3-oxopentanoate (5 g, 34.7 mmol), ethylene glycol (10.8 g, 174 mmol), triethyl orthoformate (5.14 g, 34.7 mmol), and p-toluenesulfonic acid monohydrate (598 mg, 3.14 mmol) was stirred at room temperature overnight. To the reaction mixture, heptane and ethyl acetate were added to dilute solution, which was washed with water. The organic layer was washed with a saturated saline solution, dried over magnesium sulfate, filtrated and the filtrate was concentrated under reduced pressure. The residue was dissolved in heptane and subjected to NH silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=1/0→10/1) to obtain the title compound (3.85 g, yield: 58.9%) as colorless oil.

来源