反应 #1914817

反应方程式

water

KOH

water

2-Acetoxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid dimethyl ester

→

2-hydroxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid

溶剂

ethanol

反应条件

后处理

1. 1
   workup.ADDITIONwas added upon continuous cooling
2. 2
   其他were removed by distillation
3. 3
   workup.ADDITIONTo the remaining part of the reaction mixture, we dropwise added
4. 4
   workup.ADDITIONa mixture of ice (50 g) and concentrated HCl (25 mL)
5. 5
   workup.STIRRINGstirred
6. 6
   过滤The mixture was then filtered
7. 7
   洗涤the residue was washed with water
8. 8
   其他Subsequent drying

实验过程

2-Acetoxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid dimethyl ester (60 g, 0.18 mol) was dissolved in ethanol (680 mL). KOH (36 g) was added to this solution after which water (500 mL) was added upon continuous cooling. After addition of the water the reaction mixture was stirred for another 30 minutes after which the solvents were removed by distillation. To the remaining part of the reaction mixture, we dropwise added a mixture of ice (50 g) and concentrated HCl (25 mL), and stirred. The mixture was then filtered and the residue was washed with water. Subsequent drying resulted in quantitative formation of pure 2-hydroxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid as demonstrated by NMR and mass spectroscopy.

来源