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ChemicalBook CAS DataBase List Methyl 2-fluoro-5-hydroxybenzoate
1084801-91-1

Methyl 2-fluoro-5-hydroxybenzoate synthesis

2synthesis methods
-

Yield: 90%

Reaction Conditions:

with sulfuric acidReflux;

Steps:

24.B 24B. Methyl 2-fluoro-5-hydroxybenzo
A solution of 2-fluoro-5-hydroxybenzoic acid (1.5 g, 9.6 mmol) and conc. H2SO4 (0.050 mL, 0.92 mmol) in MeOH (10 mL) was stirred at reflux ON. After evaporation of the solvent, the residue was dissolved in 1N NaOH and extracted 3x with EtOAc. The combined extracts were dried over Na2SO4, filtered and evaporated to give 24B (1.47 g, 90% yield) as a colorless solid which was used without further purification in the following reaction.1H NMR (500MHz, CDCl3) δ 7.39 (dd, J=5.5, 3.3 Hz, 1H), 7.08 - 7.03 (m, 1H), 7.03 - 6.98 (m, 1H), 3.95 (s, 3H).

References:

BRISTOL-MYERS SQUIBB COMPANY;SMALLHEER, Joanne M.;KICK, Ellen K.;VALENTE, Meriah Neissel;HU, Carol Hui;HALPERN, Oz Scott;JUSUF, Sutjano WO2018/5336, 2018, A1 Location in patent:Page/Page column 98