反応 #216206

反応方程式

ammonium persulphate

2-chloro-1,4-naphthoquinone

4-(4-chlorophenyl)cyclohexane-1-carboxylic acid

→

solid

収率 35.0%

2-[4-(4-chlorophenyl)cyclohexyl]-3-Chloro-1,4-naphthoquinone

収率 35.0%

溶媒

acetonitrile

water

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度to reflux
3. 3
   温度The mixture was refluxed for 3 hours
4. 4
   温度then cooled in ice for 30 mins
5. 5
   ろ過after which it was filtered
6. 6
   抽出the residual sticky solid extracted twice with boiling chloroform
7. 7
   その他to remove inorganic material
8. 8
   その他The chloroform was removed by evaporation

実験手順

A mixture of 2-chloro-1,4-naphthoquinone (3.95 g, 0.02 mol), 4-(4-chlorophenyl)cyclohexane-1-carboxylic acid (4.9 g, 0.02 mol) and powdered silver nitrate (1.05 g, 0.0062 mol) was heated to reflux with vigorous stirring in 40 ml of acetonitrile. A solution of ammonium persulphate (12.0 g, 0.0525 mol) in 50 ml of water was added dropwise over 1 hour. The mixture was refluxed for 3 hours then cooled in ice for 30 mins, after which it was filtered, and the residual sticky solid extracted twice with boiling chloroform to remove inorganic material. The chloroform was removed by evaporation to leave a yellow-brown solid (ca 2.7 g). This was dissolved in 40 ml of boiling acetonitrile; a little insoluble material was removed by filtration. On cooling, the title compound separated as yellow crystals, (550 mg) m.p. 172°-175° C.

出典