反应详情

温度

25 °C

Combine 109.3 g. (0.5 mole) of 4-chlorobenzhydrol with 142.7 g. (1.5 mole) of 2-hydroxypyridine and heat at 150° C. with stirring until molten. Add about 2 ml. of concentrated sulfuric acid and continue heating to 240°-250° C. while removing water from the reaction mixture. Permit the reaction to continue for about 2 hours, then cool the reaction mixture to about 25° C. Treat the resulting solid with ethyl acetate and water and filter to remove the undesired 3-(4-chlorophenyl-phenylmethyl)-2-pyridone. The organic layer is separated and washed with water several times and dried over potassium carbonate and filtered. Concentrate the filtrate to half volume and filter to remove the remaining 3-substituted-2-pyridone. Evaporate the filtrate and dissolve the residue in ethyl ether. Upon standing overnight the 5-(4-chlorophenyl-phenylmethyl)-2-pyridone crystallizes, yield 60 g., m.p. 164°-169° C.

1. additionAdd about 2 ml
2. customwhile removing water from the reaction mixture
3. customthe reaction
4. filtrationfilter
5. customto remove the undesired 3-(4-chlorophenyl-phenylmethyl)-2-pyridone
6. customThe organic layer is separated
7. washwashed with water several times
8. dry with materialdried over potassium carbonate
9. filtrationfiltered
10. concentrationConcentrate the filtrate to half volume
11. filtrationfilter
12. customto remove the remaining 3-substituted-2-pyridone
13. customEvaporate the filtrate
14. dissolutiondissolve the residue in ethyl ether
15. waitUpon standing overnight
16. customthe 5-(4-chlorophenyl-phenylmethyl)-2-pyridone crystallizes