Reaktion #1638

Reaktionsgleichung

ammonium phosphinate

hexamethyldisilazane

benzyl chloride

→

title compound

Benzylphosphinic acid, n-butyl ester

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled in ice
2. 2
   Temperaturto warm to room temperature
3. 3
   FiltrationThe solution was filtered
4. 4
   Sonstigethe solvent evaporated
5. 5
   Sonstigethe residue azeotroped with methanol (2×70 mL)
6. 6
   workup.DISSOLUTIONdissolved in toluene (150 mL)
7. 7
   workup.ADDITIONcontaining n-butanol (30 mL)
8. 8
   Temperaturunder reflux in a Dean and Stark water trap for 5 hours
9. 9
   SonstigeThe solvent was evaporated
10. 10
    Filtrationfiltered
11. 11
    Sonstigeevaporated
12. 12
    Sonstigethe residue chromatographed on silica-gel in 1-2% methanol in dichloromethane

Vorschrift

A mixture of ammonium phosphinate (9.18 g) and hexamethyldisilazane (25 mL) was heated at 110° C. for 2 hours. The mixture was cooled in ice, dissolved in dry dichloromethane (120 mL), benzyl chloride (20 g; 14 mL) was added and the mixture allowed to warm to room temperature and stirred 18 hours. The solution was filtered, the solvent evaporated, the residue azeotroped with methanol (2×70 mL), dissolved in toluene (150 mL) containing n-butanol (30 mL) and the solution was boiled under reflux in a Dean and Stark water trap for 5 hours. The solvent was evaporated, the residue slurried with dichloromethane (120 mL), filtered and evaporated and the residue chromatographed on silica-gel in 1-2% methanol in dichloromethane to give the title compound as an oil.

Quelle