반응 #45862

반응 방정식

magnesium chloride

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

→

compound

수율 90.0%

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

수율 90.0%

용매

water

dimethyl sulfoxide

반응 조건

후처리

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

실험 절차

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.

출처