反応 #2069

反応方程式

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

borane methyl sulfide

HCl

→

Compound

収率 109.0%

3-(butylamino)propane-1,1-bisphosphonic acid

収率 109.0%

溶媒

THF

反応条件

後処理

1. 1
   温度warmed to 65° C. for 3 hours
2. 2
   温度The reaction mixture was cooled to 0° C.
3. 3
   その他The solvent was removed in vacuo
4. 4
   濃縮the residue was repeatedly concentrated from methanol (3×10 mL)
5. 5
   workup.DISSOLUTIONThe product was dissolved in 12N HCl
6. 6
   温度heated
7. 7
   温度at reflux for 20 hours
8. 8
   温度After cooling
9. 9
   その他the volatile materials were removed under vacuum
10. 10
    workup.DISSOLUTIONthe residue was dissolved in water (10 mL)
11. 11
    濃縮concentrated

実験手順

A solution of N-butyl-3,3-bis(diethoxyphosphinyl)propionamide (1.40 g, 3.5 mmol) in THF (9 mL) was cooled to 0° C., and borane-methyl sulfide (0.90 ml, 9.0 mmol) was added via syringe. The reaction was stirred at 0° C. for 5 minutes, then warmed to 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 in vacuo, and the residue was repeatedly concentrated from methanol (3×10 mL). The product was dissolved in 12N HCl and heated at reflux for 20 hours. After cooling, the volatile materials were removed under vacuum, the residue was dissolved in water (10 mL) and then concentrated to give 1.05 g of Compound No. 158 as a hygroscopic glass.

出典