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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253440Generated: October 30, 2026

Water → 2-Chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzaldehyde

https://huagongshe.com/reaction/253440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethylene Glycol Monomethyl EtherHCID 8134—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-4,5-difluorobenzaldehydeHCID 15294715—
SolventDimethylformamideHCID 6228—
Product2-Chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzaldehydeHCID 59803806—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 2-chloro-4,5-difluoro-benzaldehyde (110, 0.40 g, 0.0023 mol) in N,N-dimethylformamide (10.0 mL), 2-(2-methoxyethoxy)-ethanol (0.327 g, 2.72 mmol) and cesium carbonate (0.886 g, 2.72 mmol) were added. The reaction was stirred at 90° C. overnight. The reaction was poured into water, acidified to pH around 5, and extracted with ethyl acetate. The organic layer was dried over an hydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 30% ethyl acetate in hexane to give a white solid (121, 0.15 g, 24.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-adc3637e0fb5482fa612873b94f9453a
Source noteuspto-grants-2011_01