ChemicalBook CAS DataBase List 2-Bromo-3-fluorophenol

2-Bromo-3-fluorophenol synthesis

7synthesis methods

Product Name:2-Bromo-3-fluorophenol
CAS Number:443-81-2
Molecular formula:C6H4BrFO
Molecular Weight:191

2-BROMO-1-FLUORO-3-(METHOXYMETHOXY)BENZENE

324769-11-1

443-81-2

1. 120 mL of isopropanol, 200 mL of 6M hydrochloric acid and 81 g (345 mmol) of 1-(methoxymethoxy)-2-bromo-3-fluorophenol were mixed and stirred for 2.5 hours at room temperature. 2. Upon completion of the reaction, the reaction mixture was partitioned. 400 ml of methyl tert-butyl ether and 120 ml of 5N sodium hydroxide were added. 3. The organic phase was separated, washed with saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate. 4. The dried organic phase is concentrated under pressure to give an oily residue. 5. purify the residue by silica gel column chromatography and collect the fraction containing 2-bromo-3-fluorophenol. 6. Concentrate the combined fractions under pressure to give 55.1 g (84% yield) of the target compound 2-bromo-3-fluorophenol as a colorless oil.

324769-11-1
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443-81-2
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Yield:443-81-2 84%

Reaction Conditions:

with hydrogenchloride;water in isopropyl alcohol at 20; for 2.5 h;

Steps:

XIX 2-bromo-3-fluorophenol

A mixture of 120 ML isopropanol, 200 ML 6M hydrochloric acid, and 81 gm (345 MMol) 1-(methoxymethoxy)-2-bromo-3-fluorophenol was stirred at room temperature.. After 2.5 hours the reaction mixture was partitioned by the addition of 400 ML methyl tert-butyl ether and 120 ML 5N sodium hydroxide.. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure.. The residual oil was subjected to silica gel chromatography, eluding with dichloromethane.. Fractions containing product were combined and concentrated under reduced pressure to provide 55.1 gm (84%) of the desired compound as a colorless oil.

References:

EP1204660,2004,B1 Location in patent:Page 19

372-20-3 Synthesis