Water → 5-Bromo-2-methoxyphenol

A mixture of 4-bromo-2-methoxyphenyl benzoate (5 g), sodium hydroxide (3 g), water (5 mL) and ethanol (50 mL) is heated at reflux for 1.5 hours. It is then evaporated to low bulk and the resulting residue is treated with water (20 mL) and concentrated hydrochloric acid (10 mL), and extracted with dichloromethane (150 mL). The organic solution is extracted with saturated aqueous sodium bicarbonate solution (3×25 mL), dried over magnesium sulphate and evaporated, to give 5-bromo-2-methoxyphenol (3.25 g), in the form a colorless solid, m.p. 67°-68° C. [Elemental analysis: C,41.5; H,3.5; Br, 37.8%; calculated: C,41.6; H,3.5; Br, 39.5%].

1. temperatureis heated
2. temperatureat reflux for 1.5 hours
3. customIt is then evaporated to low bulk
4. additionthe resulting residue is treated with water (20 mL) and concentrated hydrochloric acid (10 mL)
5. extractionextracted with dichloromethane (150 mL)
6. extractionThe organic solution is extracted with saturated aqueous sodium bicarbonate solution (3×25 mL)
7. dry with materialdried over magnesium sulphate
8. customevaporated

ORD record

ord-e0f44e73107247df9ef78aa1f2629230

Source dataset

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05541219