反応 #487555

反応方程式

4′-Chloro-4-ethyl-3-nitrobiphenyl

water

ammonium chloride

→

3-amino-4′-chloro-4-ethylbiphenyl

収率 75.3%

溶媒

methanol

反応条件

後処理

1. 1
   温度the mixture is heated
2. 2
   温度to reflux for 1 hour
3. 3
   温度The reaction mixture is cooled to room temperature
4. 4
   ろ過filtered through diatomaceous earth
5. 5
   その他the filtrate is evaporated in vacuo
6. 6
   その他to remove most of the methanol
7. 7
   その他The residue is partitioned between ethyl acetate (200 ml) and water
8. 8
   抽出the aqueous phase is re-extracted with ethyl acetate (200 ml)
9. 9
   洗浄washed with water and brine
10. 10
    乾燥dried over anhydrous magnesium sulfate
11. 11
    ろ過filtered
12. 12
    その他the filtrate is evaporated in vacuo

実験手順

4′-Chloro-4-ethyl-3-nitrobiphenyl (22.6 g, 0.086 mol) is suspended in methanol (250 ml) and the reaction mixture is stirred at room temperature. Distilled water (100 ml) is added, followed by zinc dust (39.0 g, 0.60 mol) and ammonium chloride (13.8 g, 0.26 mol) and the mixture is heated to reflux for 1 hour. The reaction mixture is cooled to room temperature, filtered through diatomaceous earth and the filtrate is evaporated in vacuo to remove most of the methanol. The residue is partitioned between ethyl acetate (200 ml) and water and the aqueous phase is re-extracted with ethyl acetate (200 ml). The organic extracts are combined, washed with water and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated in vacuo to give 3-amino-4′-chloro-4-ethylbiphenyl (15.0 g) as a colourless solid. The product is used directly without further purification in Step 5.

出典