Phosphonic acid, pentyl-, dimethyl ester synthesis

Yield:-

Reaction Conditions:

with NaH in tetrahydrofuran;diethyl ether;

Steps:

57.A A.

A. Preparation of O,O-dimethyl n-pentylphosphonate: O,O-dimethyl phosphonate (220 g, 2 mol) was added dropwise to a suspension of NaH (48 g, 2 mol) in anhydrous THF (600 mL) under nitrogen. After 1 hour, 1-bromopentane (248 mL, 2 mol) in THF (400 mL) was added slowly, and the reaction mixture was refluxed for 12 hours. The solvent was removed under vacuum, diethyl ether (1 L) was added, and the salts were removed by filtration. The ether solution was washed with water (3*100 mL), the organic layer was dried over anhydrous sodium sulfate. The ether was removed under reduced pressure, and the crude product was purified by distillation under vacuum to give 171 g of O,O-dimethyl n-pentyl phosphonate.

References:

US6267952,2001,B1