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ChemicalBook CAS DataBase List 2-Bromo-3-fluoroanisole
446-59-3

2-Bromo-3-fluoroanisole synthesis

5synthesis methods
2-Bromo-3-fluorophenol

443-81-2

Iodomethane

74-88-4

2-Bromo-3-fluoroanisole

446-59-3

GENERAL METHOD: 2-Bromo-3-fluorophenol (0.1 mol) was dissolved in DMF (100 mL) and K2CO3 (0.1 mol) and iodomethane (0.1 mol) were added sequentially. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, water (400 mL) was added to dilute and the mixture was extracted with hexane. The organic phases were combined, washed with water, dried over anhydrous sodium sulfate, filtered through a silica plug and concentrated under reduced pressure to give 2-bromo-3-fluoroanisole.

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Yield: 90%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 24 h;

Steps:

1 6.1.1. Synthesis of different fluoro-substituted phenylate derivatives
General procedure: To a solution of 2-bromo-4-fluorophenol (0.1 mol) in DMF (100 ml) was added K2CO3 (0.1 mol) and ethyl iodide (methyl iodide or propyl iodide) (0.1 mol) stirred 24 h at room temperature. Water (400 ml) was added and the mixture was extracted with hexane. The organic phase was washed with water, dried, filtered over a plug of silica gel and evaporated to yield the objected compound.

References:

Zhang, Heng;Xu, Xiangqing;Chen, Yin;Qiu, Yinli;Liu, Xin;Liu, Bi-Feng;Zhang, Guisen [European Journal of Medicinal Chemistry,2015,vol. 89,p. 524 - 539]

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