تفاعل #742250

معادلة التفاعل

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

p-toluenesulfonic acid

→

colourless crystals

المردود 71.0%

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

المردود 71.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThen the reaction mixture was concentrated
2. 2
   workup.ADDITIONthe residue was diluted with ether
3. 3
   غسيلwashed with saturated sodium bicarbonate and brine
4. 4
   أخرىdried
5. 5
   أخرىevaporated to dryness
6. 6
   أخرىThe resulting yellow solid was recrystallized

الإجراء التجريبي

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.

المصدر