Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573151Generated: October 27, 2026

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

https://huagongshe.com/reaction/573151

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 numberUS09029404B2
Source datasetuspto-grants-2015_05
ORD IDord-e75281788224416f80c449e9862d06cc
Source noteuspto-grants-2015_05