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ChemicalBook CAS DataBase List 2-Bromo-5-(trifluoromethyl)aniline
454-79-5

2-Bromo-5-(trifluoromethyl)aniline synthesis

4synthesis methods
-

Yield:393-36-2 33% ,454-79-5 28%

Reaction Conditions:

with tetrabutylammomium bromide;copper(ll) bromide in ethanol at 45;regioselective reaction;

Steps:

General procedure for the synthesis of 1b-14ba, 15b-44b
General procedure: A round bottom flask was charged with Bu4NBr (2 mmol, 0.64 g), EtOH (8 mL) and 2-methylaniline (2 mmol, 0.21 g) followed by CuBr2 (3 mmol, 0.67 g). The resulted mixture was stirred at 25 °C. After the completion of the reaction (monitored by TLC), the solvent was evaporated under reduced pressure. To the residue was added ammonium hydroxide (5 mL, 25% w/v) and water (5 mL) with stirring, and the suspension was extracted with DCM(10 mL×4) The organic phase was washed with saturated brine and dried over anhydrous Na2SO4. The product 2b was obtained using flash chromatograph column eluted with PE : EA (5 : 1).

References:

Zhao, Hong-Yi;Yang, Xue-Yan;Lei, Hao;Xin, Minhang;Zhang, San-Qi [Synthetic Communications,2019,vol. 49,# 11,p. 1406 - 1415] Location in patent:supporting information

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