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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405256Generated: October 25, 2026

Dimethylformamide → 2-Chloro-6-(methoxymethoxy)-4-(trifluoromethyl)benzaldehyde

https://huagongshe.com/reaction/405256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantLithium diisopropylamideHCID 2724682—
Reactant1-Chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzeneHCID 86674286—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-6-(methoxymethoxy)-4-(trifluoromethyl)benzaldehydeHCID 86674287—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 1.6M LDA solution (12.6 mL, 20.1 mmol) was added to a −78° C. THF solution (50 mL) of 1-chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzene (from above). After 30 min neat DMF (3.9 mL, 50.0 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 numberUS08748624B2
Source datasetuspto-grants-2014_06
ORD IDord-18cdfcacb0de4a1bac2fe48d611cf668
Source noteuspto-grants-2014_06