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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624426Generated: October 26, 2026

Ammonium Chloride → 4-Fluoro-2-[1-(4-methoxy-benzyl)-1h-benzotriazol-4-yloxy]-benzoic acid methyl ester

https://huagongshe.com/reaction/624426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 2,4-DifluorobenzoateHCID 2782897—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1-(4-methoxybenzyl)-1H-1,2,3-benzotriazol-4-olHCID 136343914—
SolventDiglymeHCID 8150—
Product4-Fluoro-2-[1-(4-methoxy-benzyl)-1h-benzotriazol-4-yloxy]-benzoic acid methyl esterHCID 67226997—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of EXAMPLE 342C (990 mg) and methyl 2,4-difluorobenzoate (734 mg) in diglyme (40 mL) was added potassium tert-butoxide (1M in tetrahydrofuran, 4.07 mL). The solution was heated to 100° C. for 16 hours, cooled, added to saturated ammonium chloride, and extracted with 70% ethyl acetate in hexanes. The extract was washed with brine, dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography on silica gel using 30% ethyl acetate in hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303025B2
Source datasetuspto-grants-2016_04
ORD IDord-c0443b4d6baa4f44b69fe00a7a147c34
Source noteuspto-grants-2016_04