反应详情

30 ml. (0.25 mole) of 4-fluorobenzoyl chloride is added dropwise over a 30 minute period to a mixture of 25 ml. (0.25 mole) of phenylhydrazine and 35 ml. (0.25 mole) of triethylamine in 500 ml. of anhydrous diethyl ether stirred at -10° C. under nitrogen. The reaction mixture is allowed to warm to 20°-25° C. and stirred under nitrogen for 3 hours. The obtained solids are collected by filtration, washed with diethyl ether and dissolved in about 600 ml. of methylene chloride. The methylene chloride solution is filtered and evaporated at reduced pressure to near dryness, and n-hexane is added to obtain the crude solid product (26 g.). The crude product is dissolved in tetrahydrofuran and filtered to remove the triethylamine hydrochloride, the tetrahydrofuran is evaporated at reduced pressure, and the obtained product is recrystallized from acetone (12 g.), m.p. 181°-186° C. A second crop is also obtained (6 g.).

1. temperatureto warm to 20°-25° C.
2. filtrationThe obtained solids are collected by filtration
3. washwashed with diethyl ether
4. dissolutiondissolved in about 600 ml
5. filtrationThe methylene chloride solution is filtered
6. customevaporated at reduced pressure
7. additionis added
8. customto obtain the crude solid product (26 g.)
9. filtrationfiltered
10. customto remove the triethylamine hydrochloride
11. customthe tetrahydrofuran is evaporated at reduced pressure
12. customthe obtained product is recrystallized from acetone (12 g.), m.p. 181°-186° C
13. customA second crop is also obtained (6 g.)