反应详情

Methanol (1 ml) and 1 ml of water were added to 200 mg of alpha-(m-benzoylphenyl)propionitrile, and 50 mg of sodium hydroxide was added. The mixture was heated under reflux for 24 hours. The reaction mixture was cooled, and after adding 10 ml of water, extracted with 5 ml of ether three times. The extract was washed with 5 ml of water three times. The aqueous layers were combined, and after adding conc. hydrochloric acid to adjust the pH to below 1, were extracted with 5 ml of ether three times. The extract was washed with 5 ml of water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The oily residue was purified by column chromatography (silica gel; methylene chloride and ethyl acetate) to afford 181 mg (yield 84%) of alpha-(m-benzoylphenyl)propionic acid as colorless crystals. The IR spectrum and NMR spectrum of the product coincided completely with those of an authentic sample.

1. additionwas added
2. temperatureThe mixture was heated
3. temperatureunder reflux for 24 hours
4. temperatureThe reaction mixture was cooled
5. extractionextracted with 5 ml of ether three times
6. washThe extract was washed with 5 ml of water three times
7. additionafter adding conc. hydrochloric acid
8. extractionwere extracted with 5 ml of ether three times
9. washThe extract was washed with 5 ml of water
10. dry with materialdried over anhydrous magnesium sulfate
11. concentrationconcentrated under reduced pressure
12. customThe oily residue was purified by column chromatography (silica gel; methylene chloride and ethyl acetate)