反应详情

The product of the previous reaction, 4-(2bromotetrafluoroethoxy)nitrobenzene (20.0 g, 0.069 mole), is added to a 50 percent by volume solution of ethyl alcohol in water (30.0 g) and powdered iron filings (11.0 g, 0.20 mole) in a 250 ml 3-necked round bottomed flask fitted with a nitrogen padded reflux condenser and a dropping addition funnel. The mixture is purged thoroughly with nitrogen, and brought to reflux. A solution of concentrated HCl (1.3 ml, 0.0156 mole) in 8 ml ethanol/water (1:1 by volume) is added slowly drop wise over 30 minutes. The resulting reaction mixture is refluxed for 3 hours, then cooled to room temperature. The mixture is filtered and the solids are washed twice with dilute KOH (10 ml each, 0.01M), just enough to make the flitrate up to pH 7. The solids are then washed with acetone (25 ml) and the acetone wash is added to the flitrate. The flitrate phase-separates, and the lower phase is removed and distilled on a rotary evaporator (2.0 mm Hg (2.66 kPa), 100° C.) to recover the pure product (7.47 g, 0.026 mole, 37 percent yield) as a water white oil in greater than 99 percent purity.

1. customfitted with a nitrogen
2. temperaturepadded reflux
3. additioncondenser and a dropping addition funnel
4. customThe mixture is purged thoroughly with nitrogen
5. temperatureto reflux
6. customThe resulting reaction mixture
7. temperatureis refluxed for 3 hours
8. filtrationThe mixture is filtered
9. washthe solids are washed twice with dilute KOH (10 ml each, 0.01M)
10. washThe solids are then washed with acetone (25 ml)
11. washthe acetone wash
12. additionis added to the flitrate
13. customThe flitrate phase-separates, and the lower phase is removed
14. distillationdistilled on a rotary evaporator (2.0 mm Hg (2.66 kPa), 100° C.)