Réaction #45862

Équation de réaction

magnesium chloride

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

→

compound

Rendement 90.0%

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

Rendement 90.0%

Solvants

water

dimethyl sulfoxide

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source