反应 #67610

反应方程式

potassium carbonate

3,4-dihydroxy benzaldehyde

cyclopentyl bromide

potassium carbonate

→

4-cyclopentyloxy-3-hydroxy benzaldehyde

溶剂

toluene

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to ambient temperature
2. 2
   过滤filtered
3. 3
   其他to remove inorganic materials
4. 4
   其他The residue obtained after concentration of the filtrate
5. 5
   萃取extracted with 5-10% aqueous sodium hydroxide solution (6×50 mL)
6. 6
   其他The solid which separated
7. 7
   过滤was filtered
8. 8
   洗涤washed with water
9. 9
   其他dried

实验过程

A suspension of 3,4-dihydroxy benzaldehyde (50.0 g, 0.3623 mol), cyclopentyl bromide (135 g, 0.9058 mol) and potassium carbonate (50.0 g, 0.3623 mol) in N,N-dimethylformamide (500 mL) was stirred at about 75-80° C. for about 1.0 hr. 4×12.5 g potassium carbonate was then added after every 1.0 hr. The reaction mixture was cooled to ambient temperature and filtered to remove inorganic materials. The residue obtained after concentration of the filtrate was diluted with toluene (250 mL), and extracted with 5-10% aqueous sodium hydroxide solution (6×50 mL). The combined aqueous layer was acidified to pH about 3 to 5 by 5N aqueous hydrochloric acid solution. The solid which separated was filtered, washed with water and dried to give 4-cyclopentyloxy-3-hydroxy benzaldehyde.

来源