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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1106791Generated: October 30, 2026

Sodium Hydroxide → tert-Butyl 4-[N-(5-bromo-2-benzyloxybenzyl)-N-(4-carboxybenzyl)-amino]benzoate

https://huagongshe.com/reaction/1106791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl 4-[N-(5-bromo-2-benzyloxybenzyl)-N-(4-methoxycarbonylbenzyl)amino]benzoateHCID 22675539—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-[N-(5-bromo-2-benzyloxybenzyl)-N-(4-carboxybenzyl)-amino]benzoateHCID 22675508—

Reaction Steps

tert-Butyl 4-[N-(5-bromo-2-benzyloxybenzyl)-N-(4-methoxycarbonylbenzyl)amino]benzoate (from example 16) was dissolved in a solution of methanol (10 ml) and tetrahydrofuran (10 ml). To this solution was added aqueous 2N sodium hydroxide (3 ml) and the solution stirred at ambient temperature for 18 hours. The volume of the reaction mixture was reduced by evaporation to half the original volume, water (20 ml) was added and the mixture acidified with acetic acid. The resulting solid was filtered and dried under vacuum at 60° C. to give the title compound (12 g) m.p. 110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06057345
Source datasetuspto-grants-2000_05
ORD IDord-559ce1e4282e4923ad498ad8ed9ae192
Source noteuspto-grants-2000_05