Reacción #2106

ord-6aa4458a36274254b109c6155ed0e1f1

Ecuación de reacción

CCOP(=O)(CCCCCO)OCC
diethyl 5-hydroxypentylphosphonate
Cc1ccc(S(=O)(=O)Cl)cc1
4-toluenesulfonyl chloride
CCOP(=O)(CCCCCOS(=O)(=O)c1ccc(C)cc1)OCC
Diethyl 5-p-toluenesulfonyloxypentylphosphonate

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONtreated
  2. 2
    ConcentraciónThe reaction mixture was concentrated under reduced pressure
  3. 3
    Lavadowashed several times with 20% strength citric acid solution and water
  4. 4
    Secadodried over sodium sulfate
  5. 5
    OtroAfter evaporating the solvent
  6. 6
    Otrowhich was employed without further purification

Procedimiento

30 g (0.134 mol) of diethyl 5-hydroxypentylphosphonate (see Example 21) were dissolved in 200 ml of pyridine, and the solution was cooled to 0° C. and treated with stirring with 26.1 g (0.134 mol) of 4-toluenesulfonyl chloride. The reaction mixture was concentrated under reduced pressure, taken up in ethyl acetate, washed several times with 20% strength citric acid solution and water and dried over sodium sulfate. After evaporating the solvent, a pale yellow oil remained, which was employed without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728686uspto-grants-1998_03