Реакция #10413

Уравнение реакции

4,5-difluoroanthranilic acid

acetic acid

hypochlorous acid tert-butyl ester

→

3-chloro-4,5-difluoroanthranilic acid

Выход 100.8%

Растворители

dichloromethane

ethyl acetate

Условия реакции

Обработка

1. 1
   Промывкаwashed with water and brine
2. 2
   СушкаThe organic layer is dried over MgSO4
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеThe resulting residue is purified via flash column chromatography (5% isopropyl alcohol/1% formic acid/94% dichloromethane)

Методика

To a solution of 4,5-difluoroanthranilic acid (2.45 g, 14.2 mmol) in dichloromethane (25 mL) is added acetic acid (10 mL) and hypochlorous acid tert-butyl ester (1.75 mL, 15.6 mmol). After 2 hours, the reaction mixture is diluted with ethyl acetate and washed with water and brine. The organic layer is dried over MgSO4, filtered, and concentrated. The resulting residue is purified via flash column chromatography (5% isopropyl alcohol/1% formic acid/94% dichloromethane) to afford 3-chloro-4,5-difluoroanthranilic acid as an oil (2.97 g). MS CI: m/z 206 (M+).

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