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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950917Generated: November 3, 2026

Dimethylformamide → 2,6-Dichloro-4-(trifluoromethyl)benzaldehyde

https://huagongshe.com/reaction/1950917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-3,5-dichlorobenzotrifluorideHCID 1268256—
ReactantHCID 178418365HCID 178418365—
SolventTetrahydrofuranHCID 8028—
Product2,6-Dichloro-4-(trifluoromethyl)benzaldehydeHCID 14793914—

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of 4-bromo-3,5-dichlorobenzotrifluoride (1 g, 3.4 mmol) in 1.2 mL tetrahydrofurane was slowly added to isopropylmagnesium bromide (15% in THF, 3.3 g, 3.4 mmol) at max. −10° C. After complete addition the reaction mixture was stirred for 30 min at −10° C. Dimethylformamide (0.275 g, 3.7 mmol) was added and the mixture was slowly warmed up. The mixture was quenched with saturated ammonium chloride solution and extracted three times with ethyl acetate. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude product was used without any further purification, brown oil (741 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404673B2
Source datasetuspto-grants-2013_03
ORD IDord-f142dd022bac44b987dcf826db7a67db
Source noteuspto-grants-2013_03