Reaktion #45862

Reaktionsgleichung

magnesium chloride

Dimethyl 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)malonate

→

compound

Ausbeute 90.0%

Methyl (4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)acetate

Ausbeute 90.0%

Lösungsmittel

water

dimethyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   SonstigeThe solvent was evaporated away under reduced pressure
3. 3
   SonstigeThe aqueous layer was separated
4. 4
   Extraktionextracted twice with ethyl acetate
5. 5
   Waschenwashed with saturated brine
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   SonstigeThe insoluble matter was separated by filtration
8. 8
   Sonstigethe solvent was evaporated away
9. 9
   Sonstigethe resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane

Vorschrift

Dimethyl 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)malonate (I-294) (2.887 g, 7.11 mmol) was dissolved in dimethyl sulfoxide (50 ml) and water (5 ml), then at room temperature, magnesium chloride (2.03 g, 21.34 mmol) was added. The solution was stirred at 90° C. for 23 hours, then cooled to room temperature. The solvent was evaporated away under reduced pressure, the residue was fractionated with ethyl acetate and saturated brine. The aqueous layer was separated, extracted twice with ethyl acetate. The organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, the solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane:ethyl acetate=3:1, v/v) to obtain the entitled compound (2.216 g, 90%) as a pale yellow solid.

Quelle