Uses
In chemical research, Methyl 3-fluoro-4-nitrobenzenecarboxylate can be used to explore its chemical properties and reactivity, especially in the study of fluorides and nitro compounds.
Synthesis
General procedure for the synthesis of methyl 3-fluoro-4-nitrobenzoate from methanol and 3-fluoro-4-nitrobenzoic acid: 3-fluoro-4-nitrobenzoic acid (5.00 g, 27.0 mmol), methanol (40 mL), and an ether solution of 2N HCl were mixed and heated and refluxed for 16 hours. After completion of the reaction, the volatiles were evaporated under reduced pressure. The residue was diluted with ethyl acetate (150 mL), washed sequentially with saturated sodium bicarbonate solution and brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound methyl 3-fluoro-4-nitrobenzoate (5.18 g, 96% yield) as a light yellow solid.
References
[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 5, p. 2017 - 2029
[2] Patent: WO2005/80388, 2005, A1. Location in patent: Page/Page column 88-89
[3] Patent: WO2007/16392, 2007, A2. Location in patent: Page/Page column 47
[4] European Journal of Medicinal Chemistry, 2018, vol. 150, p. 156 - 175
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 4, p. 1043 - 1046
