반응 #82588

반응 방정식

Ammonia

pentafluoronitrobenzene

→

2-Nitro-3,4,5,6-tetrafluoroaniline

용매

diethyl ether

반응 조건

후처리

1. 1
   기타formed
2. 2
   기타The precipitate (ammonium fluoride) was separated by vacuum filtration
3. 3
   세척washed with ether (30 mL)
4. 4
   기타The filtrate was rotary evaporated
5. 5
   기타the resulting orange crystals gave 3 spots on TLC (alumina, benzene)
6. 6
   기타Purification of this sample
7. 7
   기타Purification of this sample
8. 8
   기타The first band was collected
9. 9
   농축concentrated

실험 절차

2-Nitro-3,4,5,6-tetrafluoroaniline was prepared using an adaptation of the method of Brooke et al., J. Chem. Soc. 802 (1961). Ammonia gas was bubbled through a solution of pentafluoronitrobenzene (3.00 g, 114.1 mmol) in 200 mL anhydrous diethyl ether for 4 h. During this time the color changed from clear white to a deep yellow and a white precipitate formed. The precipitate (ammonium fluoride) was separated by vacuum filtration and washed with ether (30 mL). The filtrate was rotary evaporated and the resulting orange crystals gave 3 spots on TLC (alumina, benzene). Purification of this sample was achieved by column chromatography (basic alumina, benzene). Purification of this sample was achieved by column chromatography (basic alumina, activity 11) on a 1.5"×20" column. The first band was collected and concentrated to yield a yellow solid 1.88 g (63.0%), mp 44.5-45 (lit. 42.5°-43.5° C.). 19F NMR (C6F6 external standard, δ-162.9) δ-149.9(m), -1.56.6(m), -162.0 (m), -178.3(m).

출처