反应详情

温度

100 °C

In a 500 ml three-necked flask fitted with a mechanical stirrer, a reflux condenser connected to a water pump to absorb the gaseous hydrochloric acid formed during the reaction, and a dropping funnel, were placed 200 ml of dry toluene and 54 g (0.3 mole) of 2-hydroxy-3,4,6-trimethylbenzoic acid prepared in step (1), and 56.4 g (0.6 mole) of phenol were added. The mixture was heated at 100° C. util the reagents were completely dissolved. 27 ml of phosphorous oxychloride were than added dropwise over 30 minutes, and the mixture was refluxed (110° C.) for 8 hours. A substantial evolution of gaseous hydrochloric acid took place. The mixture was cooled to 80° C. and 150 ml of water were added. The aqueous layer was decanted, and the organic layer was washed a second time with an aqueous solution of sodium bicarbonate. The aqueous layer was decanted and the toluene solution was dried with anhydrous magnesium sulfate. The solution was filtered, and the toluene solvent was distilled off. The residue was dissolved in 90 ml of boiling isopropanol and the desired product crystallized upon cooling. 38 g of a white product were obtained (M.P.=74° C.).

1. customIn a 500 ml three-necked flask fitted with a mechanical stirrer, a reflux condenser
2. customto absorb the gaseous hydrochloric acid
3. customformed during the reaction, and a dropping funnel
4. additionwere added
5. dissolutionwere completely dissolved
6. additionthan added dropwise over 30 minutes
7. temperaturethe mixture was refluxed (110° C.) for 8 hours
8. temperatureThe mixture was cooled to 80° C.
9. customThe aqueous layer was decanted
10. washthe organic layer was washed a second time with an aqueous solution of sodium bicarbonate
11. customThe aqueous layer was decanted
12. dry with materialthe toluene solution was dried with anhydrous magnesium sulfate
13. filtrationThe solution was filtered
14. distillationthe toluene solvent was distilled off
15. dissolutionThe residue was dissolved in 90 ml of boiling isopropanol
16. customthe desired product crystallized
17. temperatureupon cooling