反应 #1824328

反应方程式

2-hydroxynaphthalene-1,4-dione

acetonitrile

ammonium peroxysulphate

→

2-hydroxy-3-(1-methylcyclopentyl)naphthalene-1,4-dione

溶剂

diethyl ether

water

water

反应条件

后处理

1. 1
   温度The mixture was heated for a further hour
2. 2
   其他The organic phase was separated
3. 3
   洗涤washed successively with 25 water, dilute aqueous sodium hydrogen carbonate solution, water and saturated sodium chloride solution
4. 4
   干燥before drying over magnesium sulphate
5. 5
   过滤Filtration and evaporation of the solvent under reduced pressure

实验过程

A 50% excess of this acid was added to a stirred solution of 2-hydroxynaphthalene-1,4-dione (1.00 g, 5.7 mmol), and silver nitrate (600 mg) in a mixture of acetonitrile (20 ml) and water (20 ml) at 65° C. and a solution of ammonium peroxysulphate (1.96 g, 8.6 mmol) in water (10 ml) was slowly added to that over a period of 15 minutes. The mixture was heated for a further hour before cooling to room temperature (about 20° C.) and diluting with diethyl ether (50 ml). The organic phase was separated and washed successively with 25 water, dilute aqueous sodium hydrogen carbonate solution, water and saturated sodium chloride solution before drying over magnesium sulphate as set out in Example 3. Filtration and evaporation of the solvent under reduced pressure followed by silica gel column chromatography using 2:1 petrol:diethyl ether as eluant gave 2-hydroxy-3-(1-methylcyclopentyl)naphthalene-1,4-dione (mp 116-118° C.).

来源