methyl 4-amino-2,3,5,6-tetrafluorobenzoate

Conditions: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To the solution of 4-amino-2,3,5,6-tetrafluoro-benzoic acid methyl ester (0.5 g, 2.24 mmol) in absolute ethyl alcohol (20 mL) containing 2 drops of conc. HCl was added followed by acetonyl acetone (0.233 g, 2.041 mmol). The reaction mixture was then refluxed at 95° C. for 18 hours. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated and the obtained residue was purified by column chromatography using 0.5% ethyl acetate in hexane to obtain the title compound. was added The reaction mixture was concentrated the obtained residue was purified by column chromatography

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-amino-2,3,5,6-tetrafluoro-benzoic acid (1.0 g, 4.78 mmol) in ether (75 mL), an ethereal solution of diazomethane gas was added until the starting material is completely consumed. The reaction mixture was then evaporated under reduced pressure. The crude solid obtained was purified by flash column chromatography using 0.5% ethyl acetate in hexane to obtain title compound (0.8 g, 75%). is completely consumed The reaction mixture was then evaporated under reduced pressure The crude solid obtained was purified by flash column chromatography