反応 #2065

反応方程式

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

borane methylsulfide

HCl

→

title compound

収率 60.0%

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

収率 60.0%

溶媒

THF

反応条件

後処理

1. 1
   温度warmed at 65 C
2. 2
   workup.WAITfor 3 hours
3. 3
   温度The reaction mixture was cooled to 0° C.
4. 4
   その他The solvent was removed m vacuo
5. 5
   workup.ADDITIONthe residue was treated with methanol (5 ml)
6. 6
   濃縮concentrated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in water (10 ml)
8. 8
   抽出extracted with Et2O (3×10 ml)
9. 9
   抽出The product was extracted into dichloromethane (5×20 ml)
10. 10
    乾燥dried (Na2SO4)
11. 11
    濃縮concentrated

実験手順

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%).

出典