反应详情

A solution of 42 g (0.28 mol) of 2-hydroxy-4-methylacetophenone in benzene (150 mL) was added over 30 min. to a suspension of NaH (50% oil), 30 g, 0.63 mol) in 400 mL of benzene at reflux. Then, diethylcarbonate (67.8 mL, 0.56 mol) in benzene (500 mL) was added over 15 min.. The reaction mixture was refluxed for 16 h and more NaH (13 g, 0.28 mol) was added followed by more diethylcarbonate (33 g, 0.28 mol). After another 6 h at reflux the reaction mixture was cooled to r.t. and HCl (2N) was added (1.5 L) to form a white precipitate. The solid was then filtered and added to a solution of NaOH (4N) (800 mL). The resulting basic solution was then extracted with ET2O (2×500 mL) and the basic solution acidified with HCl conc. to give a white solid which after filtration and dried gave 38.7 g (79%) of the title compound.

1. temperatureat reflux
2. temperatureThe reaction mixture was refluxed for 16 h
3. temperatureAfter another 6 h at reflux the reaction mixture
4. customto form a white precipitate
5. filtrationThe solid was then filtered
6. additionadded to a solution of NaOH (4N) (800 mL)
7. extractionThe resulting basic solution was then extracted with ET2O (2×500 mL)
8. customto give a white solid which
9. filtrationafter filtration
10. customdried