تفاعل #157988

معادلة التفاعل

N-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2,6-dimethylpheyl]quinoline-6-carboxamide-1-oxide

phosphorus oxychloride

potassium carbonate

→

4-chloro-N-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2,6-dimethylphenyl]quinoline-6-carboxamide

المردود 23.0%

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted twice with ethyl acetate
2. 2
   غسيلwashed with water
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   أخرىThe drying agent (anhydrous magnesium sulfate) was removed by filtration
5. 5
   workup.DISTILLATIONthe solvent was distilled off under the reduced pressure
6. 6
   أخرىThe residue was purified by column chromatography

الإجراء التجريبي

To crude product of N-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2,6-dimethylpheyl]quinoline-6-carboxamide-1-oxide (97 mg), phosphorus oxychloride (3.0 g) was added and the mixture was stirred under heating at 100° C. for 1 hour. The reaction solution was poured into ice water, neutralized with potassium carbonate and extracted twice with ethyl acetate. The organic phases were combined and washed with water, and dried over anhydrous magnesium sulfate. The drying agent (anhydrous magnesium sulfate) was removed by filtration and the solvent was distilled off under the reduced pressure. The residue was purified by column chromatography to obtain 2-chloro-N-[4-(,1,1,2,3,3,3-heptafluoropropan-2-yl)-2,6-dimethylphenyl]quinoline-6-carboxamide (35 mg, yield 35%) and 4-chloro-N-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2,6-dimethylphenyl]quinoline-6-carboxamide (23 mg, yield 23%).

المصدر