Реакция #45881

Уравнение реакции

sodium hydrogencarbonate

diethylaminosulfur trifluoride

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

→

compound

Выход 96.0%

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

Выход 96.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture liquid was extracted with chloroform
2. 2
   СушкаNext, the combined organic layer was dried over anhydrous magnesium sulfate
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеthe filtrate was concentrated under reduced pressure
5. 5
   ДругоеThe resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane

Методика

Under nitrogen atmosphere, diethylaminosulfur trifluoride (293 μl, 2.24 mmol) was dropwise added at 0° C. to a dichloromethane (5 ml) solution of 7-fluoro-2-(1-hydroxy-1-methylethyl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-112) (139 mg, 448 μmol), followed by stirring at room temperature for 14 hours. At 0° C., an aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, then the mixture liquid was extracted with chloroform. Next, the combined organic layer was dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane:ethyl acetate=5:1, v/v) to obtain the entitled compound (134 mg, 96%) as a pale yellow solid.

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