反应 #5800

反应方程式

Jones reagent

(±)-cis-6-(2-oxoethyl)-1,3-dioxane-4-acetonitrile

diethyl ether

→

(±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid

溶剂

acetone

反应条件

后处理

1. 1
   洗涤washed with brine until the aqueous washes
2. 2
   干燥The diethyl ether layer is dried (magnesium sulfate)
3. 3
   过滤filtered
4. 4
   浓缩concentrated

实验过程

Jones reagent (chromium trioxide-sulfuric acid-water), 3.8 mL (97.6 mmol), is added dropwise to a 0° C. solution of (±)-cis-6-(2-oxoethyl)-1,3-dioxane-4-acetonitrile, 1.29 g of (7.6 mmol), dissolved in 50 mL of acetone until the orange color is not discharged. After stirring a further 15 minutes, the mixture is poured into 300 mL of diethyl ether and washed with brine until the aqueous washes are colorless. The diethyl ether layer is dried (magnesium sulfate), filtered, and concentrated to provide 1.2 g of (±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid as a colorless solid.

来源