反应详情

温度

100 °C

To a solution of methyl 3-[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)phenyl]benzoate (1.25 g) in pyridine (5 ml) at 7° C. was added dropwise phosphoryl chloride (0.75 ml) keeping the reaction temperature below 20° C. The reaction mixture was stirred at 100° C. for 4 hours. After being cooled to room temperature, the mixture was quenched by water, and the emulsion was extracted with ethyl acetate (50 ml). The organic layer was successively washed with 6N-hydrochloric acid and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (25 g) with dichloromethane as an eluent. The fractions containing the object compound were combined and evaporated in vacuo. The crystalline residue was recrystallized from methanol to afford methyl 3-(2-cyanophenyl)benzoate (0.7 g).

1. customthe reaction temperature below 20° C
2. temperatureAfter being cooled to room temperature
3. customthe mixture was quenched by water
4. extractionthe emulsion was extracted with ethyl acetate (50 ml)
5. washThe organic layer was successively washed with 6N-hydrochloric acid and brine
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe residue was purified by column chromatography on silica gel (25 g) with dichloromethane as an eluent
10. additionThe fractions containing the object compound
11. customevaporated in vacuo
12. customThe crystalline residue was recrystallized from methanol