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ChemicalBook CAS DataBase List 4-Fluoro-2-methylaniline
452-71-1

4-Fluoro-2-methylaniline synthesis

4synthesis methods
5-Fluoro-2-nitrotoluene

446-33-3

4-Fluoro-2-methylaniline

452-71-1

General procedure for the synthesis of 4-fluoro-2-methylaniline from 5-fluoro-2-nitrotoluene: 10% palladium/carbon (Pd/C, 21 mg, 0.020 mmol) was added to a solution of 4-fluoro-2-methyl-1-nitrobenzene (3b, 243 mL, 2.00 mmol) in methanol (MeOH, 10 mL). The reaction mixture was stirred at room temperature and bubbled with hydrogen (H2) for 2 hours. Upon completion of the reaction, the solid catalyst was removed by filtration and the solids were washed with dichloromethane (DCM, 25 mL). The filtrate and DCM wash solution were combined and concentrated under reduced pressure. The residue was purified by fast column chromatography (silica gel, petroleum ether (P.E.) gradient elution to petroleum ether:ethyl acetate (PE:EtOAc) 4:1) to afford 4-fluoro-2-methylaniline (4b) as a pink oil (250 mg, 100% yield).

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