Reaction #43332

Reaction equation

Trifluoroacetic acid

4-((E)-2-{4-[(2-methyl-2-propyl)oxy]phenyl}vinyl)-1-{4-[2-(1-pyrrolidinyl)ethoxy]phenyl}-1H-pyridin-2-one

→

title compound

Yield 92.7%

4-[(E)-2-(4-hydroxyphenyl)vinyl]-1-{4-[2-(1-pyrrolidinyl)-ethoxy]phenyl}-1H-pyridin-2-one

Yield 92.7%

Conditions

Workup

1. 1
   ConcentrationAfter concentrating
2. 2
   Otherthe reaction liquid under reduced pressure, chloroform
3. 3
   workup.ADDITIONwas added to the reaction liquid which
4. 4
   Washthen was washed with aqueous sodium hydrogencarbonate solution
5. 5
   Dryingdried over anhydrous sodium sulfate
6. 6
   ConcentrationConcentrating the solvent under reduced pressure

Procedure

Trifluoroacetic acid (2 mL) was added to 4-((E)-2-{4-[(2-methyl-2-propyl)oxy]phenyl}vinyl)-1-{4-[2-(1-pyrrolidinyl)ethoxy]phenyl}-1H-pyridin-2-one (120 mg, 0.26 mmol) and stirred at room temperature for 30 minutes. After concentrating the reaction liquid under reduced pressure, chloroform was added to the reaction liquid which then was washed with aqueous sodium hydrogencarbonate solution and dried over anhydrous sodium sulfate. Concentrating the solvent under reduced pressure, the title compound (97 mg, 92%) was obtained as a white solid.

Source