반응 #357943

반응 방정식

Piperazine

sodium t-butoxide

BINAP

1-Bromo-4-methanesulfonyl-benzene

→

1-(4-Methanesulfonyl-phenyl)-piperazine

용매

toluene

toluene

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through a celite bed
2. 2
   세척washed with toluene
3. 3
   농축The toluene was concentrated
4. 4
   추출extracted with 1.5 (N) HCl solution three times
5. 5
   세척The combined aqueous layers were washed with diethyl ether
6. 6
   추출extracted with ethyl acetate three times
7. 7
   세척The combined ethyl acetate layers were washed with water and saturated brine solution
8. 8
   건조dried over anhydrous sodium sulfate
9. 9
   농축concentrated
10. 10
    기타chromatographed (9/1-CHCl3/MeOH)
11. 11
    기타to afford the product

실험 절차

Piperazine (0.98 g, 11.5 mmol), Pd(II) acetate (0.017 g), sodium t-butoxide (0.37 g, 4.2 mmol) and BINAP (0.049 g) were stirred at room temperature in 10 mL dry toluene for 15 min. 1-Bromo-4-methanesulfonyl-benzene (0.9 g, 3.8 mmol) in 10 mL dry toluene was added into the reaction mixture. Then the reaction mixture was refluxed at 110° C. for 20 hrs. The reaction mixture was filtered through a celite bed and washed with toluene. The toluene was concentrated and the reaction mixture was taken in ethyl acetate and extracted with 1.5 (N) HCl solution three times. The combined aqueous layers were washed with diethyl ether. The aqueous layer was neutralized with 10% aqueous sodium hydroxide solution and then extracted with ethyl acetate three times. The combined ethyl acetate layers were washed with water and saturated brine solution, dried over anhydrous sodium sulfate, concentrated and chromatographed (9/1-CHCl3/MeOH) to afford the product.

출처