反应 #2460324

反应方程式

2-bromo-α,α′-dibromo-p-xylene

triethyl phosphite

→

tetraethyl 2-bromo-p-xylenebisphosphonate

反应条件

后处理

1. 1
   其他The excess triethyl phosphite was removed under reduced pressure, 60 ml of hexanes
2. 2
   workup.ADDITIONwas added
3. 3
   温度the mixture was cooled at −78 ° C.
4. 4
   其他white solid was formed on vigorous stirring
5. 5
   过滤The solid was collected by rapid filtration
6. 6
   洗涤washed three times with 20 ml of cool hexanes
7. 7
   其他dried in vacuo
8. 8
   其他isolated in 14.0 g (72.7%)
9. 9
   其他yield as light yellow oil

实验过程

The mixture of 2-bromo-α,α′-dibromo-p-xylene (68) (14.43 g, 0.042 mol) and triethyl phosphite (145 ml) was refluxed at 180° C. overnight. The excess triethyl phosphite was removed under reduced pressure, 60 ml of hexanes was added, the mixture was cooled at −78 ° C. and white solid was formed on vigorous stirring. The solid was collected by rapid filtration, washed three times with 20 ml of cool hexanes, dried in vacuo and isolated in 14.0 g (72.7%) yield as light yellow oil.1H NMR (CDCl3, 500 MHz) δppm: 7.51 (s, br, 1H), 7.40 (dd, 3J=7.7 Hz, 4J=2.2 Hz, 1H), 7.21 (d, 3J=8.0 Hz, 1H) 4.04 (m, 8H, CH2), 3.38 (d, J=21.5 Hz, 2H, CH2), 3.09 (d, J=21.5 Hz, 2H, CH2), 1.25 (m, 12H, CH3).

来源