반응 #2460292

반응 방정식

2-chlorobenzoic acid

4-butoxyphenol

potassium carbonate

HCl

→

2-(4-butoxyphenoxy)benzoic acid

수율 45.1%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타First, 2-(4-butoxyphenoxy)benzoic acid was prepared
2. 2
   온도was heated
3. 3
   온도at reflux for 5 h
4. 4
   온도cooled
5. 5
   추출The precipitated product was extracted into diethyl ether
6. 6
   기타The product was purified by extraction into 5% aqueous NaOH
7. 7
   기타The precipitate was collected
8. 8
   세척washed with water
9. 9
   건조dried in vacuo over CaSO4

실험 절차

First, 2-(4-butoxyphenoxy)benzoic acid was prepared. A stirred mixture of 2-chlorobenzoic acid (10.0 g, 64 mmol), 4-butoxyphenol (12.7 g, 77 mmol), potassium carbonate (17.6 g, 128 mmol), copper powder (0.24 g, 3.8 mmol), copper (I) iodide (0.20 g, 1.3 mmol), dithioerithritol (0.20 g, 1.3 mmol), and 75 mL of N,N-dimethylformamide was heated at reflux for 5 h and then cooled to ambient. The reaction mixture was poured onto a mixture of 300 g of ice plus 100 mL of 10% aqueous HCl. The precipitated product was extracted into diethyl ether. The product was purified by extraction into 5% aqueous NaOH, followed by acidification with concentrated HCl. The precipitate was collected, washed with water, and dried in vacuo over CaSO4 to provide 8.27 g (45% of theory) of 2-(4-butoxyphenoxy)benzoic acid as a brown powder.

출처