반응 #2069

반응 방정식

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

borane methyl sulfide

HCl

→

Compound

수율 109.0%

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

수율 109.0%

용매

THF

반응 조건

후처리

1. 1
   온도warmed to 65° C. for 3 hours
2. 2
   온도The reaction mixture was cooled to 0° C.
3. 3
   기타The solvent was removed in vacuo
4. 4
   농축the residue was repeatedly concentrated from methanol (3×10 mL)
5. 5
   workup.DISSOLUTIONThe product was dissolved in 12N HCl
6. 6
   온도heated
7. 7
   온도at reflux for 20 hours
8. 8
   온도After cooling
9. 9
   기타the volatile materials were removed under vacuum
10. 10
    workup.DISSOLUTIONthe residue was dissolved in water (10 mL)
11. 11
    농축concentrated

실험 절차

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.

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