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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771670Generated: November 2, 2026

3-Fluorophenylboronic acid → Methyl 3-(3-fluorophenyl)-5-methoxybenzoate

https://huagongshe.com/reaction/1771670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorophenylboronic acidHCID 2733986—
ReactantMethyl 3-bromo-5-methoxybenzoateHCID 15618226—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-(3-fluorophenyl)-5-methoxybenzoateHCID 7548844588%

Reaction Conditions

Temperature70 °C

Reaction Steps

A suspension of methyl 3-bromo-5-methoxy-benzoate (3.2 g, 13.1 mmol, 1.0 eq), 3-fluorophenylboronic acid (2.0 g, 14.4 mmol, 1.1 eq) K2CO3 (7.2 g, 52.2 mmol, 4.0 eq) and Pd(PPh3)4 (754 mg, 0.65 mmol, 0.05 eq) in a mixture of methanol (10 mL) and dioxane (50 mL) was heated at 70° C. for 4 h under N2. After cooling, the resulting mixture was concentrated and purified by column chromatography (EtOAc:petroleum ether, 0:1 to 1:20) to give the title compound as an oil (3.0 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-b2546d3909a749fc9d8c649bf7bf49fc
Source noteuspto-grants-2016_02