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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055026Generated: October 31, 2026

Ammonium Chloride → 5-(5-Fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diol

https://huagongshe.com/reaction/2055026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 11573122—
ReactantHCID 178420676HCID 178420676—
SolventDiethyl EtherHCID 3283—
Product5-(5-Fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diolHCID 21948856—

Reaction Steps

8 ml of 3 M methylmagnesium chloride-tetrahydrofuran solution is added in drops to the solution of 3.6 mg (11.7 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal in 150 ml of diethyl ether at +2° C. Stirring is continued for 1 hour at +2° C. and for 2 hours at room temperature. Then, it is hydrolyzed with saturated ammonium chloride solution while being cooled with ice, the organic phase is separated, dried on sodium sulfate and concentrated by evaporation. Column chromatography on silica gel with hexane-ethyl acetate yields 2.23 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329753B2
Source datasetuspto-grants-2008_02
ORD IDord-a64393afe31f44ada0017951efc9656a
Source noteuspto-grants-2008_02