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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876547Generated: October 29, 2026

Dimethylformamide → 2-(Difluoromethyl)benzaldehyde

https://huagongshe.com/reaction/876547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-(difluoromethyl)benzeneHCID 2761181—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(Difluoromethyl)benzaldehydeHCID 54772394112.3%

Reaction Steps

A solution of n-BuLi (4.2 mL, 10.6 mmol) in THF was added to a solution of 1-bromo-2-(difluoromethyl)benzene 51 (2.0 g, 9.7 mmol) in THF (50 mL) at −78° C. The reaction mixture was stirred for 30 min and DMF (1.4 g, 19.3 mmol) was added. Stirring was continued for 1 h at −40° C. and the reaction was quenched by the addition of sat. aq NH4Cl. The crude mixture was extracted with Et2O, dried (MgSO4) and concentrated to give 52 (1.7 g, 94% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987258B2
Source datasetuspto-grants-2015_03
ORD IDord-04a8e5cf6fcc435c85016215b6f960e9
Source noteuspto-grants-2015_03