反応 #2460292

反応方程式

2-chlorobenzoic acid

4-butoxyphenol

potassium carbonate

HCl

→

2-(4-butoxyphenoxy)benzoic acid

収率 45.1%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他First, 2-(4-butoxyphenoxy)benzoic acid was prepared
2. 2
   温度was heated
3. 3
   温度at reflux for 5 h
4. 4
   温度cooled
5. 5
   抽出The precipitated product was extracted into diethyl ether
6. 6
   その他The product was purified by extraction into 5% aqueous NaOH
7. 7
   その他The precipitate was collected
8. 8
   洗浄washed with water
9. 9
   乾燥dried in vacuo over CaSO4

実験手順

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.

出典