Реакция #2460292

Уравнение реакции

2-chlorobenzoic acid

4-butoxyphenol

potassium carbonate

HCl

→

2-(4-butoxyphenoxy)benzoic acid

Выход 45.1%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   ДругоеFirst, 2-(4-butoxyphenoxy)benzoic acid was prepared
2. 2
   Температураwas heated
3. 3
   Температураat reflux for 5 h
4. 4
   Температураcooled
5. 5
   ЭкстракцияThe precipitated product was extracted into diethyl ether
6. 6
   ДругоеThe product was purified by extraction into 5% aqueous NaOH
7. 7
   ДругоеThe precipitate was collected
8. 8
   Промывкаwashed with water
9. 9
   Сушкаdried in vacuo over CaSO4

Методика

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.

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