反应 #66098

反应方程式

potassium hydroxide

tetrahydropyran-4,4-dicarboxylic acid diethyl ester

→

tetrahydro-pyran-4,4-dicarboxylic acid

收率 61.0%

溶剂

ethanol

反应条件

后处理

1. 1
   温度heated
2. 2
   温度at reflux overnight
3. 3
   其他The volatiles were evaporated
4. 4
   workup.ADDITIONthe residue diluted with water
5. 5
   萃取then extracted with ether (3×25 mL)
6. 6
   洗涤The combined ether layers were washed with brine
7. 7
   干燥dried over sodium sulfate
8. 8
   浓缩concentrated in vacuo

实验过程

6M potassium hydroxide solution (10 mL, 60 mmol) was added to an ice-cooled solution of tetrahydropyran-4,4-dicarboxylic acid diethyl ester (5 g, 21.7 mmol) in ethanol (40 mL) and heated at reflux overnight. The volatiles were evaporated, the residue diluted with water and acidified with conc. hydrochloric acid. The mixture was allowed to stand overnight then extracted with ether (3×25 mL). The combined ether layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo to afford tetrahydro-pyran-4,4-dicarboxylic acid (2.3 g, 61%) as a white solid.

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