تفاعل #45586

معادلة التفاعل

p-toluenesulfonic acid monohydrate

Toluene

p-toluenesulfonic acid monohydrate

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

→

7-Fluoro-2-isopropyl-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةby refluxing with a Dean-Stark condenser for 3.5 hours
2. 2
   درجة الحرارةAlter cooled
3. 3
   غسيلthe organic layer was successively washed with saturated sodium bicarbonate water (30 ml), saturated brine (30 ml×2)
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)
7. 7
   أخرىto obtain the entitled compound (82 mg, quant.) as a colorless solid

الإجراء التجريبي

Toluene (10 ml), p-toluenesulfonic acid monohydrate (5.3 mg, 28 μmol) were added to N-(5-cyano-2-fluoro-3-hydroxy-6-methylbiphenyl-4-yl)isobutylamide (I-51) (87 mg, 279 μmol), followed by refluxing with a Dean-Stark condenser for 3.5 hours. During the course, p-toluenesulfonic acid monohydrate (5.3 mg, 28 μmol) was added. Alter cooled, ethyl acetate (50 ml) was added to the reaction liquid, the organic layer was successively washed with saturated sodium bicarbonate water (30 ml), saturated brine (30 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=4:1) to obtain the entitled compound (82 mg, quant.) as a colorless solid.

المصدر