تفاعل #66382

معادلة التفاعل

4-methyl-pyridine

4-methyl-pyridine

sodium hexamethyldisilazide

3-Dibenzylamino-2,6-difluoro-benzoic acid benzyl ester

ammonium chloride

→

title compound

المردود 50.0%

1-(3-dibenzylamino-2,6-difluoro-phenyl)-2-pyridin-4-yl-ethanone

المردود 50.0%

المذيبات

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe reaction was stirred at 0° C. for one hour
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe organic layer was washed with brine
4. 4
   تجفيفdried over anhydrous sodium sulfate, filtrate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe crude was purified by silica gel column chromatography
7. 7
   غسيلeluting with ethyl acetate 30% in hexane

الإجراء التجريبي

To 4-methyl-pyridine (806 μL, 8.33 mmol) in anhydrous tetrahydrofuran (35 mL) was added at 0° C. sodium hexamethyldisilazide 1 M in tetrahydrofuran (16.66 mL, 16.66 mmol) and the reaction was stirred for 20 minutes. 3-Dibenzylamino-2,6-difluoro-benzoic acid benzyl ester (3.691 g, 8.33 mmol) was dissolved in tetrahydrofuran (5 mL) and added dropwise to the solution with 4-methyl-pyridine, the reaction was stirred at 0° C. for one hour. The reaction was poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrate and concentrated under reduced pressure. The crude was purified by silica gel column chromatography eluting with ethyl acetate 30% in hexane to give the title compound (1.775 g, 50%).

المصدر