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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355753Generated: October 26, 2026

Sodium Hydroxide → 4-[N-(2-Benzyloxy-5-bromobenzyl)aminomethyl]Benzoic Acid

https://huagongshe.com/reaction/355753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantethyl 4-[N-(2-benzyloxy-5-bromobenzyl)aminomethyl]benzoateHCID 22675503—
SolventMethanolHCID 887—
Product4-[N-(2-Benzyloxy-5-bromobenzyl)aminomethyl]Benzoic AcidHCID 472051760.9%

Reaction Steps

To a mixture of ethyl 4-[N-(2-benzyloxy-5-bromobenzyl)-aminomethyl]benzoate (1.4 g) in methanol (25 ml) was added 2N sodium hydroxide solution (7.7 ml). The mixture was heated at reflux for 30 minutes, left to stand for 2 hours at ambient temperature, the solvent evaporated and the residue mixed with water (20 ml). The mixture was acidified with acetic acid, the precipitate filtered off and crystallised form ethyl acetate to give the title compound (800 mg) mpt 209° C. The starting material was prepared as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834468
Source datasetuspto-grants-1998_11
ORD IDord-54ac1ecaf32544c38fb271baa258bb44
Source noteuspto-grants-1998_11