تفاعل #45632

معادلة التفاعل

N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)-3-hydroxy-2,2-dimethylpropanamide

pyridinium p-toluenesulfonate

→

compound

المردود 68.0%

7-Fluoro-2-(2-hydroxy-1,1-dimethylethyl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

المردود 68.0%

المذيبات

ethyl acetate

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder heat for 15 hours
2. 2
   غسيلwashed with aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   تجفيفThe obtained organic layer was dried over anhydrous sodium sulfate
4. 4
   أخرىthe solvent was evaporated away under reduced pressure
5. 5
   أخرىThe resulting residue was recrystallized
6. 6
   أخرىpurified with diisopropyl ether/ethyl acetate

الإجراء التجريبي

N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)-3-hydroxy-2,2-dimethylpropanamide (I-98) (184 mg, 0.54 mmol) was dissolved in toluene (3.7 ml), pyridinium p-toluenesulfonate (34 mg, 0.13 mmol) was added, followed by stirring under heat for 15 hours. After cooling to room temperature, this was diluted with ethyl acetate, washed with aqueous sodium hydrogencarbonate solution and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was recrystallized and purified with diisopropyl ether/ethyl acetate to obtain the entitled compound (118.6 mg, 68%) as a white solid.

المصدر