Réaction #157839

Équation de réaction

Anisole

6-{(E)-1-(4-tert-butylphenyl)-2-[(2R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidin-2-yl]ethenyl}-3-ethylpyridin-2(1H)-one

→

title compound

Rendement 57.6%

6-{(E)-1-(4-tert-Butylphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl}-3-ethylpyridin-2(1H)-one

Rendement 57.6%

Solvants

Trifluoroacetic acid

trifluoroacetic acid

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred for further five hours
2. 2
   Autreafter which the solvent was evaporated under reduced pressure
3. 3
   AutreThe residue was purified by silica gel column chromatography (chloroform:methanol=1:0→9:1)
4. 4
   AutreThe resulting crystals (25 mg) were recrystallized from ethyl acetate-hexane

Mode opératoire

Anisole (0.25 mL) was added to a solution of 6-{(E)-1-(4-tert-butylphenyl)-2-[(2R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidin-2-yl]ethenyl}-3-ethylpyridin-2(1H)-one (49 mg) in trifluoroacetic acid (0.5 mL), and the mixture was stirred at 65° C. for seven hours. Trifluoroacetic acid (0.5 mL) was added and the mixture was stirred for further five hours, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=1:0→9:1). The resulting crystals (25 mg) were recrystallized from ethyl acetate-hexane to give the title compound as a colorless powder (20 mg).

Source