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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 6713Generated: October 28, 2026

Methanol → 2-{[2-(3-hydroxy-4-methyl-phenyl)-ethylamino]-methyl}-N-(4-phenyl-butyl)-benzamide

https://huagongshe.com/reaction/6713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
Reactant2-{[2-(3-methoxy-4-methyl-phenyl)-ethylamino]-methyl}-N-(4-phenyl-butyl)-benzamideHCID 22018525—
SolventDichloromethaneHCID 6344—
Product2-{[2-(3-hydroxy-4-methyl-phenyl)-ethylamino]-methyl}-N-(4-phenyl-butyl)-benzamideHCID 2201847714.5%

Reaction Steps

Crude 2-{[2-(3-methoxy-4-methyl-phenyl)-ethylamino]-methyl}-N-(4-phenyl-butyl)-benzamide (derived via Procedure C from 200 mg resin) is dissolved in 3 mL of dichloromethane and treated with 0.5 mL of 1 M of boron tribromide in dichloromethane for 16 h. Methanol (3 mL) is carefully added and the volatiles are removed. The crude residue is purified via semi-preparative HPLC to give 2-{[2-(3-hydroxy-4-methyl-phenyl)-ethylamino]-methyl}-N-(4-phenyl-butyl)-benzamide (28 mg). MS: m/z 417 (m+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084154B2
Source datasetuspto-grants-2006_08
ORD IDord-06c14e7ef5bc4b458558b542fc10a30f
Source noteuspto-grants-2006_08