Reacción #2460323

Ecuación de reacción

2, 5-dibromo-α,α′-dibromo-p-xylene

2,5-dibromo-α,α′-dibromo-p-xylene

triethyl phosphite

→

product

Rendimiento 82.2%

tetraethyl 2,5-dibromo-p-xylenebisphosphonate

Rendimiento 82.2%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe excess triethyl phosphite was removed under reduced pressure, 60 ml of hexanes
2. 2
   workup.ADDITIONwas added
3. 3
   Otrowhite solid was formed
4. 4
   FiltraciónThe solid was collected by filtration
5. 5
   Lavadowashed three times with 20 ml of hexanes

Procedimiento

The mixture of 2, 5-dibromo-α,α′-dibromo-p-xylene (67) (7.58 g, 0.018 mol) and triethyl phosphite (60 ml) was refluxed at 180° C. overnight. The excess triethyl phosphite was removed under reduced pressure, 60 ml of hexanes was added, and white solid was formed. The solid was collected by filtration, washed three times with 20 ml of hexanes and gave 7.93 g (82.2%) of product.1H NMR (CDCl3, 500 MHz) δppm: 7.62 (s, 2H, Ar—H), 4.06 (m, 8H, CH2), 3.32 (d, J=20.5 Hz, 4H, CH2), 1.28 (t, J=7.0 Hz, 12H, CH3)13C NMR (CDCl3, 125.7 MHz) δppm: 135.2, 132.5, 123.6, 62.35, 62.32, 33.4, 32.2, 16.31, 16.28GC-MS (relative intensity %): 491 (M+, <5%).

Fuente