تفاعل #43402

معادلة التفاعل

methyl [3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]acetate

potassium carbonate

paraformaldehyde

ethyl acetate

→

desired compound

المردود 89.0%

Methyl 2-[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate

المردود 89.0%

المذيبات

cyclohexane

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   استخلاصThe aqueous was extracted with ethyl acetate
3. 3
   أخرىThe combined organic phases were dried
4. 4
   أخرىthe solvent was removed under reduced pressure

الإجراء التجريبي

To a solution of methyl [3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]acetate (43 g, 162 mmol) in cyclohexane (1060 ml) was added benzyltriethylammonium chloride (71.2 g, 313 mmol), potassium carbonate (42 g, 304 mmol) and paraformaldehyde (42 g). The reaction mixture was then heated at 80° C. for 24 hours, cooled and treated with ethyl acetate and water. The aqueous was extracted with ethyl acetate. The combined organic phases were dried and the solvent was removed under reduced pressure. The residue was subjected to column chromatography on silica gel using a hexane and ethyl acetate gradient to provide the desired compound (40 g, 89%).

المصدر