反応 #417963

反応方程式

ammonia

sodium

2,5-dichloroanisole

ammonia

sodium

→

4-chloro-3-methoxyaniline

収率 99.0%

溶媒

hexane

反応条件

後処理

1. 1
   その他condensed at −78° C
2. 2
   温度the reaction warmed to −45° C. for 2 hrs
3. 3
   その他to evaporate
4. 4
   workup.ADDITIONThe crude pot was then diluted in chloroform
5. 5
   workup.ADDITION100 g of NH4Cl was added slowly
6. 6
   その他The combines were taken up in a separatory funnel
7. 7
   洗浄washed with water (3×)
8. 8
   乾燥The organic layer was dried over sodium sulfate
9. 9
   濃縮concentrated in vacuo
10. 10
    その他The resulting solid can be used without further purification

実験手順

900 mL of ammonia was condensed at −78° C. 1 g of thinly shaven strips of sodium was added followed by 1.0 g of iron (III) nitrate nonahydrate. Upon disappearance of the deep blue color 25 g of thinly shaven strips of sodium was added. After 30 mins of stirring at −78° C., 50 g of 2,5-dichloroanisole was added as a solution in hexane (70 mL) dropwise and the reaction warmed to −45° C. for 2 hrs. Upon completion the ammonia was allowed to evaporate. The crude pot was then diluted in chloroform and 100 g of NH4Cl was added slowly. The combines were taken up in a separatory funnel and washed with water (3×) followed by brine (1×). The organic layer was dried over sodium sulfate and concentrated in vacuo. The resulting solid can be used without further purification. Yield: 99%.

出典