反应详情

In a 200 ml three-necked flask equipped with a mechanical stirrer, dropping funnel, reflux condenser, and a nitogen-inlet tube, 3.0 gm (75 mmol) of 60% sodium hydride, 10 gm (44.3 mmol) of methyl 3,4,5-trimethoxybenzoate, and 80 ml of anhydrous tetrahydrofuran were mixed with stirring under nitrogen stream, and refluxed with heating while 5.3 gm (53.2 mmol) of pinacolone was added dropwise. Refluxing under heat was continued for 5 hours. After cooling the reaction mixture, 45 ml of 2N hydrochloric acid was added, the mixture was extracted twice with chloroform. The extract was dried over anhydrous sodium sulfate and the solvent was removed by evaporation to give a crude product. Hexane was added to the crude product and insoluble substances were filtered off. The filtrate was concentrated by evaporation, and recrystallization afforded 9.6 gm of the target compound as colorless needles (yield: 74%).

1. customIn a 200 ml three-necked flask equipped with a mechanical stirrer
2. temperaturereflux condenser, and a nitogen-inlet tube
3. temperaturerefluxed
4. additionwas added dropwise
5. temperatureRefluxing
6. temperatureunder heat
7. additionwas added
8. extractionthe mixture was extracted twice with chloroform
9. dry with materialThe extract was dried over anhydrous sodium sulfate
10. customthe solvent was removed by evaporation
11. customto give a crude product
12. filtrationwere filtered off
13. concentrationThe filtrate was concentrated by evaporation, and recrystallization