Reacción #2069

Ecuación de reacción

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

borane methyl sulfide

HCl

→

Compound

Rendimiento 109.0%

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

Rendimiento 109.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawarmed to 65° C. for 3 hours
2. 2
   TemperaturaThe reaction mixture was cooled to 0° C.
3. 3
   OtroThe solvent was removed in vacuo
4. 4
   Concentraciónthe residue was repeatedly concentrated from methanol (3×10 mL)
5. 5
   workup.DISSOLUTIONThe product was dissolved in 12N HCl
6. 6
   Temperaturaheated
7. 7
   Temperaturaat reflux for 20 hours
8. 8
   TemperaturaAfter cooling
9. 9
   Otrothe volatile materials were removed under vacuum
10. 10
    workup.DISSOLUTIONthe residue was dissolved in water (10 mL)
11. 11
    Concentraciónconcentrated

Procedimiento

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.

Fuente