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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167149Generated: October 30, 2026

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

https://huagongshe.com/reaction/2167149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,3-Dichloro-5-(trifluoromethyl)benzeneHCID 35361—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2,6-Dichloro-4-(trifluoromethyl)benzaldehydeHCID 14793914—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 2M n-BuLi solution (5.8 mL, 11.6 mmol) was added to a −78° C. THF solution (60 mL) of 1,3-dichloro-5-(trifluoromethyl)benzene (2.5 g, 11.6 mmol). After 45 min neat DMF (0.39 mL, 5.0 mmol) was added, and the resulting solution was allowed to warm to 0° C. gradually, quenched with NH4Cl solution, and extracted with diethyl ether. The combined extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045389B2
Source datasetuspto-grants-2015_06
ORD IDord-a3100613125448ef867ddb0910b71a8e
Source noteuspto-grants-2015_06