反応 #2460324

反応方程式

2-bromo-α,α′-dibromo-p-xylene

triethyl phosphite

→

tetraethyl 2-bromo-p-xylenebisphosphonate

反応条件

後処理

1. 1
   その他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
   その他white solid was formed on vigorous stirring
5. 5
   ろ過The solid was collected by rapid filtration
6. 6
   洗浄washed three times with 20 ml of cool hexanes
7. 7
   その他dried in vacuo
8. 8
   その他isolated in 14.0 g (72.7%)
9. 9
   その他yield as light yellow oil

実験手順

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).

出典