反応 #11710

反応方程式

bromide

(4-chloro-2-methoxy-phenoxy)-acetic acid

→

(4-chloro-2-hydroxy-phenoxy)-acetic acid

溶媒

water

反応条件

後処理

1. 1
   温度The resulting mixture was heated
2. 2
   温度to reflux overnight
3. 3
   抽出extracted with diethyl ether
4. 4
   乾燥The organic layer was dried over magnesium sulfate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo

実験手順

To a solution of 48% aqueous hyrdrogen bromide (20 mL) was added (4-chloro-2-methoxy-phenoxy)-acetic acid (2.1 g, 9.7 mmol). The resulting mixture was heated to reflux overnight. The mixture was cooled to ambient temperature, diluted with water and extracted with diethyl ether. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to give (4-chloro-2-hydroxy-phenoxy)-acetic acid. The crude product was added to a solution of pyridinium p-toluene sulfonate (0.10 g, 0.40 mmol) in toluene (100 mL). The resulting mixture was heated to reflux for five hours. The reaction was allowed to cool to ambient temperature and concentrated in vacuo. Chromatography on silica gel gave the title compound (0.97 g).

出典