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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1106792Generated: October 30, 2026

Sodium Hydroxide → 4-[N-(5-Bromo-2-(phenethyl)benzyl)amino]Benzoic Acid

https://huagongshe.com/reaction/1106792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-[N-(5-bromo-2-(phenethyl)benzyl)amino]benzoateHCID 22675570—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-[N-(5-Bromo-2-(phenethyl)benzyl)amino]Benzoic AcidHCID 2267554795.1%

Reaction Steps

Methyl 4-[N-(5-bromo-2-(phenethyl)benzyl)amino]benzoate (0.25 g) and 2N aqueous NaOH (5 ml) were heated at reflux in a mixture of methanol (5 ml) and THF (5 ml) for 2 hours. The organic solvents were evaporated, the residue acidified with 2N HCl and extracted with ethyl acetate. The extracts were washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by crystallisation from diethyl ether and hexane to give the title compound (0.23 g; mpt 132-134° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06057345
Source datasetuspto-grants-2000_05
ORD IDord-1461227974b2439c8853411f4e3cf792
Source noteuspto-grants-2000_05