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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098694Generated: October 30, 2026

Sulfuric Acid → 2-Fluoro-6-methoxybenzaldehyde

https://huagongshe.com/reaction/1098694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDimethylformamideHCID 6228—
Reactant3-FluoroanisoleHCID 9975—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-Fluoro-6-methoxybenzaldehydeHCID 273735755%

Reaction Conditions

Temperature-78 °C

Reaction Steps

The solution of 3-Fluoro anisole (2.2 g, 17.44 mmol) in anhydrous THF (40 ml) under a nitrogen atmosphere was cooled to −78° C., and then n-BuLi (1.6 M, 19.18 mmol) was slowly added thereto. The reaction mixture was stirred at −78° C. for 1 hour, slowly added with DMF (1.6 ml, 20.93 mmol), and then stirred for 1 hour. After the termination of the reaction, the resulting reaction solution was added with dilute H2SO4, extracted two times with ethyl acetate, washed with brine, dried over MgSO4, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1), thus obtaining the title compound as a white solid (1.48 g, 9.6 mmol, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143307B2
Source datasetuspto-grants-2012_03
ORD IDord-bf9296a9675e4ce5a6fd4fdfbb9a3058
Source noteuspto-grants-2012_03