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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236487Generated: October 30, 2026

Diethyl Ether → 4-Bromo-2-fluoro-5-(methoxymethoxy)benzaldehyde

https://huagongshe.com/reaction/2236487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59300378HCID 59300378—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-fluoro-5-(methoxymethoxy)benzaldehydeHCID 59300295—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Bromo-2-fluoro-5-hydroxy-benzaldehyde (750 mg, 3.41 mmol) and MOMCl (545 mg, 6.82 mmol) were dissolved in anhydrous N,N-dimethylformamide (5 mL) and cooled to 0° C. NaH (160 mg, 60% suspension in mineral oil, 4 mmol) is then added. The resulting mixture is allowed to stir at room temperature for 1 h. Ether is then added and washed with H2O (3×20 mL) and brine. After dried over Na2SO4, the ether is removed and the residue is purified through chromatography to afford the desired MOM ether (700 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-e1922472764e430ba5b08652c2d7bf12
Source noteuspto-grants-2010_05