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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199998Generated: October 30, 2026

Methane, dichloromethoxy- → 4-broMo-2-fluoro-5-Methoxy-benzaldehyde

https://huagongshe.com/reaction/2199998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethane, dichloromethoxy-HCID 21004—
Reactant2-Bromo-4-fluoroanisoleHCID 136292—
CatalystTitanium TetrachlorideHCID 24193—
SolventChloroformHCID 6212—
Product4-broMo-2-fluoro-5-Methoxy-benzaldehydeHCID 57527288—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2-bromo-4-fluoro-1-methoxybenzene (4.10 g) and titanium tetrachloride (4.4 mL), dichloromethyl methyl ether (3.5 mL) was added under ice cooling, and then the reaction mixture was stirred at 0° C. for 2.5 hours. To the reaction mixture was added chloroform, and the reaction mixture was poured into ice water, and then stirred at room temperature for 1 hour. The organic layer was separated and dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was added hexane and the produced solid was filtered to give the titled compound (1.61 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359350B2
Source datasetuspto-grants-2016_06
ORD IDord-31fea1f06e40491d9647017aebd56450
Source noteuspto-grants-2016_06