반응 #67610

반응 방정식

potassium carbonate

3,4-dihydroxy benzaldehyde

cyclopentyl bromide

potassium carbonate

→

4-cyclopentyloxy-3-hydroxy benzaldehyde

용매

toluene

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to ambient temperature
2. 2
   여과filtered
3. 3
   기타to remove inorganic materials
4. 4
   기타The residue obtained after concentration of the filtrate
5. 5
   추출extracted with 5-10% aqueous sodium hydroxide solution (6×50 mL)
6. 6
   기타The solid which separated
7. 7
   여과was filtered
8. 8
   세척washed with water
9. 9
   기타dried

실험 절차

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.

출처