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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922272Generated: October 25, 2026

Dimethylformamide → 2,5-Difluoro-4-methoxybenzaldehyde

https://huagongshe.com/reaction/922272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-2,5-difluoroanisoleHCID 2724983—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2,5-Difluoro-4-methoxybenzaldehydeHCID 3856938100%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a 250 mL three RB flask fitted with magnetic stirrer was charged 1-Bromo-2,5-difluoro-4-methoxybenzene (1.0 g, 4.5 mmol) in 10 mL of THF, cooled −78° C. To the stirred solvent was added n-butyl lithium (3.09 mL, 1.6M solution, 4.95 mmol) drop wise and stirred at same temperature, was added DMF (0.375 g, 5.13 mmol), once the temperature to reached room temperature and stirred about 16 h. Then reaction mixture was quenched with ice-cold water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2SO4. The removal of solvent under reduced pressure to obtain liquid product (0.77 g, yield: 100.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278915B2
Source datasetuspto-grants-2016_03
ORD IDord-7cfca20889a0403f907ed93675420ff1
Source noteuspto-grants-2016_03