反应详情

温度

35 °C

1-(2-Hydroxy-6-methoxyphenyl)ethanone (1300 g, 7.82 mol) and dimethylformamide (10.4 L) are added to a 22 L flask and stirred to obtain a solution. Potassium carbonate (2700 g, 19.54 mol) is added in portions, then stirred for at least 30 min. Using an addition funnel, 4-methoxybenzyl chloride (14700 g, 9.39 mol) is added dropwise over 2.5 h to the mixture while maintaining the temperature <30° C. The reaction mixture is warmed to 35° C. and that temperature is held for 12 h. The reaction conversion is monitored by HPLC and deemed complete after 13 h at 35° C. The slurry is filtered and the resulting solids washed with dimethylformamide (1 L). Extractive work-up of the filtrate with ethyl acetate and water, followed by concentration, provided a waxy yellow solid. To the waxy yellow solid is added methyl t-butyl ether (2.6 L). The resulting slurry is agitated. The now free flowing slurry is filtered and washed with methyl t-butyl ether (1 L). The white solid is vacuum dried yielding 1539 grams (69%) of the title compound. mp 105-107° C.

1. customto obtain a solution
2. stirringstirred for at least 30 min
3. temperaturewhile maintaining the temperature <30° C
4. waitdeemed complete after 13 h at 35° C
5. filtrationThe slurry is filtered
6. washthe resulting solids washed with dimethylformamide (1 L)
7. concentrationExtractive work-up of the filtrate with ethyl acetate and water, followed by concentration
8. customprovided a waxy yellow solid
9. stirringThe resulting slurry is agitated
10. filtrationis filtered
11. washwashed with methyl t-butyl ether (1 L)
12. customdried