Reaktion #45881

Reaktionsgleichung

sodium hydrogencarbonate

diethylaminosulfur trifluoride

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

→

compound

Ausbeute 96.0%

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

Ausbeute 96.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture liquid was extracted with chloroform
2. 2
   TrocknenNext, the combined organic layer was dried over anhydrous magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenthe filtrate was concentrated under reduced pressure
5. 5
   SonstigeThe resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane

Vorschrift

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.

Quelle