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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983502Generated: October 30, 2026

Ammonium Chloride → (5-Bromo-2,4-difluoro-phenyl)-(3-fluoro-phenyl)-methanol

https://huagongshe.com/reaction/1983502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3-FluorobenzaldehydeHCID 68009—
Reactant1,5-Dibromo-2,4-difluorobenzeneHCID 10564511—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
Product(5-Bromo-2,4-difluoro-phenyl)-(3-fluoro-phenyl)-methanolHCID 22260768—

Reaction Conditions

Temperature-70 °C

Reaction Steps

A total of 2.02 g of 1,5-dibromo-2,4-difluorobenzene obtained in Production Example II-5-a was dissolved in 38 ml of diethyl ether, and 4.9 ml of a 1.58 M solution of n-butyllithium in hexane was added under stirring at −70° C. After stirring for 1 hour, 4.9 ml of m-fluorobenzaldehyde was added and the mixture was stirred for 15 minutes. Saturated aqueous ammonium chloride solution was added to the reaction mixture, followed by extracting with ethyl acetate. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane=1:10), to give 0.96 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541376B2
Source datasetuspto-grants-2009_06
ORD IDord-7dd4ed8f1fbd4bcb81d43c4c8aa86915
Source noteuspto-grants-2009_06