반응 #2065

반응 방정식

N,N-dipropyl-3,3-bis(diethoxyphosphinyl)propionamide

borane methylsulfide

HCl

→

title compound

수율 60.0%

tetraethyl-3-(dipropylamino)-propane-1,1-bisphosphonate

수율 60.0%

용매

THF

반응 조건

후처리

1. 1
   온도warmed at 65 C
2. 2
   workup.WAITfor 3 hours
3. 3
   온도The reaction mixture was cooled to 0° C.
4. 4
   기타The solvent was removed m vacuo
5. 5
   workup.ADDITIONthe residue was treated with methanol (5 ml)
6. 6
   농축concentrated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
8. 8
   추출extracted with Et2O (3×10 ml)
9. 9
   추출The product was extracted into dichloromethane (5×20 ml)
10. 10
    건조dried (Na2SO4)
11. 11
    농축concentrated

실험 절차

A solution of N,N-dipropyl-3,3-bis(diethoxyphosphinyl)propionamide (1.25 g, 2.9 mmol) in THF (7.1 ml) was cooled to 0° C., and borane-methylsulfide (0.71 ml, 7.1 mmol) was added via syringe. The reaction was stirred at 0° C. for 20 minutes, then warmed at 65 C. for 3 hours. The reaction mixture was cooled to 0° C. and 6N HCl (6 ml) was added carefully. The solvent was removed m vacuo, and the residue was treated with methanol (5 ml) and concentrated. The residue was dissolved in water (10 ml) and extracted with Et2O (3×10 ml). The aqueous layer was made basic to phenolphthalein with solid KOH and saturated with NaCl. The product was extracted into dichloromethane (5×20 ml), dried (Na2SO4) and concentrated to give the title compound (0.71 g, 60%).

출처