تفاعل #43580

معادلة التفاعل

ethyl acetate

paraformaldehyde

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

potassium carbonate

→

desired compound

المردود 89.0%

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

المردود 89.0%

المذيبات

water

cyclohexane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   أخرىAfter separation
3. 3
   استخلاصthe aqueous was extracted with ethyl acetate
4. 4
   أخرىThe combined organic phases were dried
5. 5
   أخرىthe solvent was removed

الإجراء التجريبي

A mixture of methyl[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]acetate (43.3 g, 162 mmol), benzyltriethylammonium chloride (71.2 g, 313 mmol), potassium carbonate (42 g, 304 mmol) and paraformaldehyde (42 g) in cyclohexane (1060 ml) was heated at 80° C. for 24 h, cooled and treated with ethyl acetate and water. After separation, the aqueous was extracted with ethyl acetate. The combined organic phases were dried and the solvent was removed. The residue was subjected to column chromatography on silica gel using hexane/15% ethyl acetate to provide the desired compound (40.2 g, 89%).

المصدر