反応 #59909

反応方程式

triethylamine

pentaerythritol

triethyl orthoacetate

p-toluenesulfonic acid monohydrate

→

title compound

収率 48.2%

(1-methyl-2,6,7-trioxabicyclo[2.2.2]oct-4-yl)methanol

収率 48.2%

反応条件

後処理

1. 1
   温度The temperature of the mixture was further raised to 130° C.
2. 2
   workup.STIRRINGthe mixture was stirred for 30 minutes
3. 3
   濃縮the reaction mixture was concentrated
4. 4
   その他The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

実験手順

A mixture of pentaerythritol (15 g, 110 mmol), triethyl orthoacetate (20.2 ml, 110 mmol), and p-toluenesulfonic acid monohydrate (947 mg, 5.5 mmol) was stirred at 100° C. for 30 minutes. The temperature of the mixture was further raised to 130° C. and the mixture was stirred for 30 minutes. To the reaction mixture, triethylamine (1.53 ml, 11 mmol) was added and the reaction mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (8.5 g, yield: 48.2%) as a light yellow solid.

出典