Reaktion #2070

Reaktionsgleichung

benzoyl chloride

tetraethyl 5-aminopentane-1,1-bisphosphonate

triethylamine

→

title compound

Ausbeute 30.7%

tetraethyl N-benzoyl-5-aminopentane-1,1-bisphosphonate

Ausbeute 30.7%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction was quenched by addition of 1N HCl (30 mL)
2. 2
   ExtraktionThe product was extracted into dichloromethane (2×20 mL)
3. 3
   Waschenthe combined organic layers were washed with saturated NaHCO3 (2×15 mL)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A solution of benzoyl chloride (0.73 g, 5.0 mmol) in dichloromethane was added slowly to a solution of tetraethyl 5-aminopentane-1,1-bisphosphonate (1.50 g, 4.5 mmol) from Example 11, part A, and triethylamine (0.76 mL, 5.5 mmol) in dichloromethane at 0° C. After warming to room temperature for 30 minutes, the reaction was quenched by addition of 1N HCl (30 mL). The product was extracted into dichloromethane (2×20 mL) and the combined organic layers were washed with saturated NaHCO3 (2×15 mL), dried (Na2SO4), and concentrated in vacuo. Flash chromatography on silica gel eluting with 15% i-propanol in ethylacetate in EtOAc gave the title compound (0.64 g) as an oil.

Quelle