反应 #452472

反应方程式

water

1,2-Dibromoethane

potassium carbonate

3-nitrocatechol

→

product

收率 32.7%

5-Nitro-2,3-dihydro-1,4-benzodioxin

收率 32.7%

溶剂

toluene

反应条件

后处理

1. 1
   温度The solution was heated
2. 2
   洗涤washed with 2N
3. 3
   干燥sodium hydroxide solution (150 ml), dried (Na2SO4)
4. 4
   其他evaporated in vacuo
5. 5
   其他to give an orange oil
6. 6
   其他Purification by column chromatography (silica; ether)

实验过程

1,2-Dibromoethane (12.0 g, 0.064 mol), potassium carbonate (17.6 g, 0.127 mol) and tetra-n-butyl ammonium bromide (1.37 g, 0.0043 mol) were added to a stirred solution of 3-nitrocatechol (6.59 g, 0.043 mol) in toluene (210 ml). The solution was heated at reflux with azeotropic removal of water for 23 h, cooled to room temperature, washed with 2N. sodium hydroxide solution (150 ml), dried (Na2SO4), and evaporated in vacuo to give an orange oil. Purification by column chromatography (silica; ether) gave the product (2.55 g), m.p. 55-59° C.

来源