Phenethyl bromide → Diethyl 2-phenylethyl phosphonate

Temperature

-15 °C

Diethyl phosphite (27.64 g, 200 m mole) was dissolved in DMF (200 ml), and to the solution at nitrogen atmosphere while stirring and -15° C., sodium hydride (60% in oil, 9.6 g, 220 m mole) was added. The mixture was stirred for 1 hour at not more than 0° C. To the solution phenethyl bromide (37.0 g, 200 m mole) was dropwise added and further the mixture was stirred overnight at room temperature. DMF was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with water, and dried with anhydrous sodium sulfate. The solvent was evaporated and the thus obtained oily product was distilled under reduced pressure to obtain diethylphenethylphosphonate (25.0 g, yield: 51.6%) of boiling point 136.5~137.5° C./3 mmHg.

1. stirringThe mixture was stirred for 1 hour at not more than 0° C
2. stirringfurther the mixture was stirred overnight at room temperature
3. distillationDMF was distilled off under reduced pressure
4. dissolutionthe residue was dissolved in ethyl acetate
5. washThe ethyl acetate solution was washed with water
6. dry with materialdried with anhydrous sodium sulfate
7. customThe solvent was evaporated
8. distillationthe thus obtained oily product was distilled under reduced pressure

ORD record

ord-7c5f995c6a5f42f18e9fa1aeb49db21d

Source dataset

uspto-grants-1985_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04536395