反应详情

A mixture of 15.8 g. of 1-(2-chloroethyl)-4-fluorobenzene, 33 g. of ethyl p-aminobenzoate, 16.6 g. of potassium iodide and 100 ml. of hexamethylphosphoramide is heated at 95° C. for 15 hours. The mixture is poured into water and extracted with ether. The ether extracts are washed with water, dried over magnesium sulfate and concentrated in vacuo to an oil. To the oil is added 200 ml. of ethanol-water (9:1) and 21 g. of potassium hydroxide and the mixture is refluxed for 3.5 hours. The mixture is acidified with concentrated hydrochloric acid, diluted with water, cooled and filtered to give gray crystals. Recrystallization from ethanol gives light gray crystals, m.p. 161°-163° C.

1. additionA mixture of 15.8 g
2. extractionextracted with ether
3. washThe ether extracts are washed with water
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated in vacuo to an oil
6. additionTo the oil is added 200 ml
7. temperatureof potassium hydroxide and the mixture is refluxed for 3.5 hours
8. additiondiluted with water
9. temperaturecooled
10. filtrationfiltered
11. customto give gray crystals
12. customRecrystallization from ethanol
13. customgives light gray crystals, m.p. 161°-163° C.