تفاعل #796907

معادلة التفاعل

6-(chloromethyl)-2-(2,2-dimethylpropyl)-3-(2-fluoro-5-methoxyphenyl)pyridine

ethyl 3-(3-hydroxy-5-methylphenyl)propanoate

cesium carbonate

→

title compound

المردود 81.5%

ethyl 3-(3-((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methoxy)-5-methylphenyl)propanoate

المردود 81.5%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was heated
2. 2
   درجة الحرارةunder reflux for 15 hr
3. 3
   تركيزThe reaction mixture was concentrated
4. 4
   workup.ADDITIONwater was added to the residue
5. 5
   استخلاصThe reaction mixture was extracted with ethyl acetate
6. 6
   غسيلthe extract was washed with saturated brine
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   أخرىthe solvent was evaporated under reduced pressure
9. 9
   أخرىThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

الإجراء التجريبي

To a solution of 6-(chloromethyl)-2-(2,2-dimethylpropyl)-3-(2-fluoro-5-methoxyphenyl)pyridine (320 mg) in acetonitrile (10 mL) were added ethyl 3-(3-hydroxy-5-methylphenyl)propanoate (260 mg) and cesium carbonate (546 mg), and the mixture was heated under reflux for 15 hr. The reaction mixture was concentrated, and water was added to the residue. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (400 mg) as a colorless oil.

المصدر