تفاعل #45601

معادلة التفاعل

p-toluenesulfonic acid monohydrate

N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)-2,2-dimethylpropionamide

sodium bicarbonate water

→

compound

المردود 91.0%

2-tert-Butyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

المردود 91.0%

المذيبات

Toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةby refluxing with a Dean-Stark condenser for 4 hours
2. 2
   درجة الحرارةAfter cooling
3. 3
   استخلاصthe product was extracted with ethyl acetate (200 ml)
4. 4
   غسيلThe organic layer was washed with saturated brine (50 ml×2)
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1)

الإجراء التجريبي

Toluene (67 ml), p-toluenesulfonic acid monohydrate (98 mg, 515 μmol) were added to N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)-2,2-dimethylpropionamide (I-73) (1.68 g, 5.15 mmol), followed by refluxing with a Dean-Stark condenser for 4 hours. After cooling, saturated sodium bicarbonate water (50 ml) was added to the reaction liquid, the product was extracted with ethyl acetate (200 ml). The organic layer was washed with saturated brine (50 ml×2), then dried over anhydrous magnesium sulfate, concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1) to obtain the entitled compound (1.44 g, 91%) as a colorless solid.

المصدر