反応 #5800

反応方程式

Jones reagent

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

diethyl ether

→

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

溶媒

acetone

反応条件

後処理

1. 1
   洗浄washed with brine until the aqueous washes
2. 2
   乾燥The diethyl ether layer is dried (magnesium sulfate)
3. 3
   ろ過filtered
4. 4
   濃縮concentrated

実験手順

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.

出典