반응 #161355

반응 방정식

4-fluoro-3-nitrobenzoic acid

2-aminophenol

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

triethylamine

chloroform

→

title compound

수율 68.0%

4-fluoro-N-(2-hydroxyphenyl)-3-nitrobenzanilide

수율 68.0%

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONthis was diluted
2. 2
   세척this was washed with water, 1N hydrochloric acid, and saturated aqueous sodium hydrogen carbonate
3. 3
   기타The organic layer obtained
4. 4
   건조was dried over anhydrous sodium sulfate
5. 5
   여과after which it was filtered
6. 6
   농축concentrated

실험 절차

To a solution of 4-fluoro-3-nitrobenzoic acid (2.00 g, 10.8 mmol) in chloroform (40 mL) was added 2-aminophenol (1.18 g, 10.8 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.17 g, 11.3 mmol), and triethylamine (1.15 g, 11.3 mmol), and this was stirred at room temperature for 2.5 hours. After the reaction was complete, this was diluted by adding ethyl acetate, and this was washed with water, 1N hydrochloric acid, and saturated aqueous sodium hydrogen carbonate. The organic layer obtained was dried over anhydrous sodium sulfate, after which it was filtered and concentrated to yield the title compound (2.02 g, 68% yield) as orange crystals.

출처