تفاعل #80289

معادلة التفاعل

sodium hydroxide

phosphorus oxychloride

N,N-dimethylformamide

benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate

N,N-dimethylformamide

→

desired compound

المردود 81.5%

Benzyl 5-[(4,6-Dimethoxypyrimidin-2-yl)oxy]-3-formyl-2-methylindol-4-carboxylate

المردود 81.5%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder cooling with ice
2. 2
   workup.ADDITIONthe solution was dropwise added to the above mixture
3. 3
   درجة الحرارةunder cooling with ice
4. 4
   workup.STIRRINGThe mixture was stirred for 30 minutes
5. 5
   استخلاصfor adjustment to pH9, followed by extraction with ethyl acetate
6. 6
   غسيلThe organic layer was washed with water
7. 7
   تجفيفdried over anhydrous magnesium sulfate
8. 8
   أخرىThe residue obtained by concentration under reduced pressure
9. 9
   أخرىwas crystallized from isopropyl ether

الإجراء التجريبي

0.46 ml of phosphorus oxychloride was dropwise added to 1.8 ml of N,N-dimethylformamide under cooling with ice, and the mixture was stirred for 30 minutes. Then, 2.3 g of benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate was dissolved in 10 ml of N,N-dimethylformamide, and the solution was dropwise added to the above mixture under cooling with ice. The mixture was stirred for 30 minutes, and then poured into ice water. An aqueous sodium hydroxide solution was added thereto for adjustment to pH9, followed by extraction with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 2 g (yield: 81.5%) of the desired compound. mp: 148°-149° C.

المصدر