تفاعل #11710

معادلة التفاعل

bromide

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

→

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

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe resulting mixture was heated
2. 2
   درجة الحرارةto reflux overnight
3. 3
   استخلاصextracted with diethyl ether
4. 4
   تجفيفThe organic layer was dried over magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo

الإجراء التجريبي

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).

المصدر