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ChemicalBook CAS DataBase List METHYL 3-FLUORO-4-NITROBENZENECARBOXYLATE

METHYL 3-FLUORO-4-NITROBENZENECARBOXYLATE synthesis

7synthesis methods
-

Yield:185629-31-6 100%

Reaction Conditions:

in methanol;hexane;dichloromethane at 20; for 0.666667 h;Product distribution / selectivity;

Steps:

1x
Compound 236a: 3-Fluoro-4-nitro-benzoic acid methyl ester: A solution of 3-fluoro-4-nitro-benzoic acid (3.0 g, 16.12 mmol, 1.0 eq) in 4:1 DCM/MeOH (50 ml) was stirred at room temperature for 5 minutes and a 2.0M solution of TMS-diazomethane in hexanes (8.1 ml, 16.12 mmol, 1.0 eq) was added drop-wise over 10 minutes, the reaction then stirred at room temperature for 30 minutes. The reaction was quenched with a few drops of acetic acid and the solvent removed in vacuo to give the title compound (3.4 g, 17.09 mmol, 100% corrected). 1H NMR shows the desired product in ca. 90% purity.

References:

DEVELOGEN AKTIENGESELLSCHAFT WO2006/136402, 2006, A1 Location in patent:Page/Page column 119

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