3-Fluoro-2-hydroxy-benzoic acid methyl ester

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3-Fluoro-2-hydroxy-benzoic acid methyl ester Basic information
Product Name:3-Fluoro-2-hydroxy-benzoic acid methyl ester
Synonyms:RARECHEM AL BF 0031;3-Fluorosalicylic acid methyl ester;Benzoic acid, 3-fluoro-2-hydroxy-, methyl ester;Methyl 3-fluorosalicylate;3-Fluoro-2-hydroxy-benzoic acid methyl ester
CAS:70163-98-3
MF:C8H7FO3
MW:170.14
EINECS:
Product Categories:Benzoic acid;pharmacetical
Mol File:70163-98-3.mol
3-Fluoro-2-hydroxy-benzoic acid methyl ester Structure
3-Fluoro-2-hydroxy-benzoic acid methyl ester Chemical Properties
Melting point 46-47 °C
Boiling point 211.7±25.0 °C(Predicted)
density 1.309±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka8.50±0.10(Predicted)
form solid
color Off-white
Safety Information
HS Code 2916399090
MSDS Information
3-Fluoro-2-hydroxy-benzoic acid methyl ester Usage And Synthesis
Synthesis
METHYL 3-FLUOROBENZOATE

455-68-5

3-FLUORO-2-HYDROXY-BENZOIC ACID METHYL ESTER

70163-98-3

General procedure for the synthesis of methyl 3-fluoro-2-hydroxy-benzoate from methyl 3-fluorobenzoate: Ru(MesCO2)(L) (p-cymene) [L is 2,2'-pyridine or 4,4'-dibromo bipyridine] (2.5 mol%), oxidizing agent (2.0 eq.) and methyl 3-fluorobenzoate (1.0 eq.) were added to a sealed tube. Subsequently, a solvent mixture of trifluoroacetic acid (TFA) and trifluoroacetic anhydride (TFAA) in the ratio of 0.6 mL:0.4 was added. The reaction mixture was placed in an oil bath preheated to 110 °C with continuous stirring until the reaction was completed, and the reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was quenched by addition of ice water and extracted with dichloromethane. The organic layer was dried with anhydrous sodium sulfate (Na2SO4) and subsequently concentrated by rotary evaporation. Finally, the residue was purified by silica gel column chromatography to afford the target product methyl 3-fluoro-2-hydroxy-benzoate.

References[1] Tetrahedron Letters, 2017, vol. 58, # 38, p. 3743 - 3746
3-Fluoro-2-hydroxy-benzoic acid methyl ester Preparation Products And Raw materials
Raw materialsMethyl 3-fluorobenzoate-->Methanol-->3-Fluoro-2-hydroxybenzoic acid-->Trifluoroacetic anhydride-->Trifluoroacetic acid-->Potassium peroxymonosulfate-->2'-Deoxyguanosine-->1,2-Dichloroethane
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