反応 #157839

反応方程式

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

収率 57.6%

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

収率 57.6%

溶媒

Trifluoroacetic acid

trifluoroacetic acid

反応条件

後処理

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

実験手順

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).

出典