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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005996Generated: October 26, 2026

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

https://huagongshe.com/reaction/1005996

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787562B2
Source datasetuspto-grants-2004_09
ORD IDord-9b9cfa63525041f2a39fb741bcedd64a
Source noteuspto-grants-2004_09