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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8132Generated: October 29, 2026

Water → 4-[((4-Carboxybutyl){2-[(2-chlorobenzyl)oxy]phenethyl}amino)methyl]-benzoic acid

https://huagongshe.com/reaction/8132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-{[{2-[(2-chlorobenzyl)-oxy]phenethyl}(5-methoxy-5-oxopentyl)amino]methyl}benzoateHCID 9958437—
SolventMethanolHCID 887—
Product4-[((4-Carboxybutyl){2-[(2-chlorobenzyl)oxy]phenethyl}amino)methyl]-benzoic acidHCID 22015035—

Reaction Conditions

Temperature60 °C

Reaction Steps

124.8 mg (0.238 mmol) of methyl 4-{[{2-[(2-chlorobenzyl)-oxy]phenethyl}(5-methoxy-5-oxopentyl)amino]methyl}benzoate from Ex. 1 are initially charged in 0.3 ml of methanol and 0.17 ml of water and admixed with 0.2 ml of a 40% strength sodium hydroxide solution. The mixture is stirred at 60° C. for one hour and then cooled, and the methanol is distilled off under reduced pressure. The aqueous phase is adjusted to pH 4 by addition of a citric acid/aqueous sodium hydroxide solution buffer and the resulting precipitate is separated off. Tituration with boiling cyclohexane gives a finely crystalline product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087644B1
Source datasetuspto-grants-2006_08
ORD IDord-04c146a1b0024307add260bad868c423
Source noteuspto-grants-2006_08