反応 #1638

反応方程式

ammonium phosphinate

hexamethyldisilazane

benzyl chloride

→

title compound

Benzylphosphinic acid, n-butyl ester

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度The mixture was cooled in ice
2. 2
   温度to warm to room temperature
3. 3
   ろ過The solution was filtered
4. 4
   その他the solvent evaporated
5. 5
   その他the 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
   温度under reflux in a Dean and Stark water trap for 5 hours
9. 9
   その他The solvent was evaporated
10. 10
    ろ過filtered
11. 11
    その他evaporated
12. 12
    その他the residue chromatographed on silica-gel in 1-2% methanol in dichloromethane

実験手順

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.

出典