反応 #742250

反応方程式

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

p-toluenesulfonic acid

→

colourless crystals

収率 71.0%

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

収率 71.0%

溶媒

ethanol

反応条件

後処理

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

実験手順

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.

出典