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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880131Generated: November 1, 2026

Sodium Chloride → 4-Fluoro-3-(methoxymethyl)aniline

https://huagongshe.com/reaction/880131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(5-Amino-2-fluorophenyl)methanolHCID 2737680—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product4-Fluoro-3-(methoxymethyl)anilineHCID 66881323—

Reaction Steps

In a round-bottomed flask, 374 mg of sodium hydride at 60% are introduced into 10 ml of tetrahydrofuran, 1g of (5-amino-2-fluorophenyl)methanol and 0.441 ml of methyl iodide. After stirring at ambient temperature for one hour, a solution of sodium chloride and diethyl ether are added. The organic phase is extracted and then washed with water until pH=7. It is then dried over magnesium sulphate, filtered, and concentrated under reduced pressure. 900 mg of 4-fluoro-3-(methoxymethyl)aniline are obtained in the form of a black oil, which is used as it is in the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993565B2
Source datasetuspto-grants-2015_03
ORD IDord-07d15adbaa7d44d18f736a522fe5d4d3
Source noteuspto-grants-2015_03