تفاعل #2069

معادلة التفاعل

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

borane methyl sulfide

HCl

→

Compound

المردود 109.0%

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

المردود 109.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwarmed to 65° C. for 3 hours
2. 2
   درجة الحرارةThe reaction mixture was cooled to 0° C.
3. 3
   أخرىThe solvent was removed in vacuo
4. 4
   تركيزthe residue was repeatedly concentrated from methanol (3×10 mL)
5. 5
   workup.DISSOLUTIONThe product was dissolved in 12N HCl
6. 6
   درجة الحرارةheated
7. 7
   درجة الحرارةat reflux for 20 hours
8. 8
   درجة الحرارةAfter cooling
9. 9
   أخرىthe volatile materials were removed under vacuum
10. 10
    workup.DISSOLUTIONthe residue was dissolved in water (10 mL)
11. 11
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر