تفاعل #45595

معادلة التفاعل

4-amino-5-cyano-2-fluoro-6-methylbiphenyl-3-yl 3-benzyloxy-2,2-dimethylpropionate

p-toluenesulfonic acid monohydrate

toluene

→

compound

المردود 90.1%

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

المردود 90.1%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux for 3 hours
3. 3
   درجة الحرارةAfter cooling
4. 4
   أخرىthe reaction liquid
5. 5
   غسيلsuccessively washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine
6. 6
   تجفيفdried on anhydrous magnesium sulfate
7. 7
   أخرىthe solvent was evaporated away
8. 8
   أخرىto obtain a pale brown residue
9. 9
   أخرىThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1→10:1)

الإجراء التجريبي

A mixture of 4-amino-5-cyano-2-fluoro-6-methylbiphenyl-3-yl 3-benzyloxy-2,2-dimethylpropionate (I-64) (390 mg, 0.902 mmol), p-toluenesulfonic acid monohydrate (17 mg, 0.09 mmol) and toluene (16 ml) was heated under reflux for 3 hours. After cooling, the reaction liquid was diluted with ethyl acetate, successively washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine, dried on anhydrous magnesium sulfate, then the solvent was evaporated away to obtain a pale brown residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1→10:1) to obtain the entitled compound (337 mg, 90%) as a colorless oil.

المصدر