反应 #742250

反应方程式

3-[5-methyl-2-(tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

p-toluenesulfonic acid

→

colourless crystals

收率 71.0%

(E)-3-(2-Hydroxy-5-methyl-phenyl)-acrylic acid ethyl ester

收率 71.0%

溶剂

ethanol

反应条件

后处理

1. 1
   浓缩Then the reaction mixture was concentrated
2. 2
   workup.ADDITIONthe residue was diluted with ether
3. 3
   洗涤washed with saturated sodium bicarbonate and brine
4. 4
   其他dried
5. 5
   其他evaporated to dryness
6. 6
   其他The resulting yellow solid was recrystallized

实验过程

A solution of 193.7 g 3-[5-methyl-2-(tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester (Bunce, R., Moore, J., Org. Prep. Proc., 29(3), 293 (1997)) and 2 g p-toluenesulfonic acid in 2.5 l of ethanol was stirred at room temperature for 24 hours. Then the reaction mixture was concentrated and the residue was diluted with ether, washed with saturated sodium bicarbonate and brine, dried and evaporated to dryness. The resulting yellow solid was recrystallized to yield 97.7 g of colourless crystals.

来源