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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005999Generated: November 3, 2026

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

https://huagongshe.com/reaction/1005999

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 numberUS06787562B2
Source datasetuspto-grants-2004_09
ORD IDord-f2529662a37f40dfa19f08c6b7cd5b0f
Source noteuspto-grants-2004_09