反応 #2460323

反応方程式

2, 5-dibromo-α,α′-dibromo-p-xylene

2,5-dibromo-α,α′-dibromo-p-xylene

triethyl phosphite

→

product

収率 82.2%

tetraethyl 2,5-dibromo-p-xylenebisphosphonate

収率 82.2%

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
   その他white solid was formed
4. 4
   ろ過The solid was collected by filtration
5. 5
   洗浄washed three times with 20 ml of hexanes

実験手順

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%).

出典