反应详情

A mixture of 5-(4-chlorobutyl)-3-methyl-2-oxazolidinone (10.0 g, 0.0524 mol), 1-phenylpiperazine hydrochloride (0.0524 mol, 10.39 g), potassium carbonate (28.94 g, 0.209 mol) and potassium iodide (1.0 g) was refluxed in 1-butanol (150 mL) for 24 hr and then stirred at room temperature for two days. The mixture was reheated to boiling and filtered hot. Methanolic hydrogen chloride was added to acidify the filtrate and addition of isopropyl ether caused a solid to precipitate. The solid was collected by filtration and dissolved in water. Potassium carbonate was added to make the solution basic and the product was extracted into two portions of ethyl acetate. The combined ethyl acetate layers were washed twice with water, three times with a saturated sodium bicarbonate solution and once with a saturated sodium chloride solution. The solution was dried (sodium sulfate), filtered, and evaporated under reduced pressure to an oil. Addition of isopropyl ether gave a solid which was recrystallized from isopropyl ether/methanol. The solid was collected by filtration, rinsed with light pet ether and dried under high vacuum to give 7.51 g (45% yield), mp 85°-88° C.

1. filtrationfiltered hot
2. additionMethanolic hydrogen chloride was added
3. additionthe filtrate and addition of isopropyl ether
4. customto precipitate
5. filtrationThe solid was collected by filtration
6. dissolutiondissolved in water
7. additionPotassium carbonate was added
8. extractionthe product was extracted into two portions of ethyl acetate
9. washThe combined ethyl acetate layers were washed twice with water, three times with a saturated sodium bicarbonate solution and once with a saturated sodium chloride solution
10. dry with materialThe solution was dried (sodium sulfate)
11. filtrationfiltered
12. customevaporated under reduced pressure to an oil
13. additionAddition of isopropyl ether
14. customgave a solid which
15. customwas recrystallized from isopropyl ether/methanol
16. filtrationThe solid was collected by filtration
17. washrinsed with light pet ether
18. customdried under high vacuum
19. customto give 7.51 g (45% yield), mp 85°-88° C.