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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218508Generated: October 25, 2026

Methanol → 1-Fluoro-2-(methoxymethyl)-4-nitrobenzene

https://huagongshe.com/reaction/218508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-(Bromomethyl)-1-fluoro-4-nitrobenzeneHCID 10353967—
CatalystHCID 178418778HCID 178418778—
SolventTolueneHCID 1140—
Product1-Fluoro-2-(methoxymethyl)-4-nitrobenzeneHCID 59410219—

Reaction Conditions

Temperature60 °C

Reaction Steps

30 g (128 mmol) of the compound from example 26A are dissolved in 1.3 l of anhydrous toluene and admixed with 45 g (192 mmol) of silver(I) oxide and 24.6 g (769 mmol) of anhydrous methanol. The mixture is heated to 60° C. for 16 h. It is then allowed to cool and filtered through silica gel. The product is fractionally eluted with a gradient of cyclohexane and 25:1 cyclohexane/ethyl acetate. The product fractions are concentrated to dryness under reduced pressure and dried under reduced pressure. This affords 17 g (72% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198267B2
Source datasetuspto-grants-2012_06
ORD IDord-7b84ad942acf4b1da7d03d438b057cd1
Source noteuspto-grants-2012_06