反応 #487735

反応方程式

1-bromo-4-fluoro-2-methylbenzene

nitric acid

→

1-bromo-4-fluoro-2-methyl-5-nitrobenzene

収率 104.8%

溶媒

sulfuric acid

反応条件

後処理

1. 1
   その他Allow reaction mixture
2. 2
   workup.ADDITIONPour
3. 3
   その他onto crushed ice with stiffing
4. 4
   その他partition with tert-butyl methyl ether (MTBE) (200 mL)
5. 5
   その他Separate the aqueous layer
6. 6
   抽出extract with MTBE (2×50 mL)
7. 7
   その他Combine organic layers, dry
8. 8
   濃縮concentrate under reduced pressure

実験手順

Combine 1-bromo-4-fluoro-2-methylbenzene (30.0 g, 159 mmol) in concentrated sulfuric acid (100 mL), cool to about −5° C., and treat dropwise with nitric acid (11.00 mL, 174 mmol) over 20 minutes. Allow reaction mixture to warm to RT and stir for 30 min. Pour onto crushed ice with stiffing and partition with tert-butyl methyl ether (MTBE) (200 mL). Separate the aqueous layer and extract with MTBE (2×50 mL). Combine organic layers, dry and concentrate under reduced pressure to provide 1-bromo-4-fluoro-2-methyl-5-nitrobenzene as an orange-colored viscous oil (39.0 g).

出典