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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202332Generated: November 1, 2026

Diallylamine → 2-(Diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acid

https://huagongshe.com/reaction/2202332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiallylamineHCID 31279—
Reactant4-(Methoxymethyl)benzeneboronic acidHCID 3723812—
ReactantGlyoxylic acid, monohydrateHCID 15620607—
SolventAcetonitrileHCID 6342—
Product2-(Diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acidHCID 11862270712.1%

Reaction Steps

A solution of (4-(methoxymethyl)phenyl)boronic acid (999 mg, 6.02 mmol), glyoxylic acid monohydrate (554 mg, 6.02 mmol) and diallylamine (0.741 mL, 6.02 mmol) in acetonitrile (12 mL) was stirred at 60° C. for 5 hr. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Diol, solvent; ethyl acetate), and crystallized from ethyl acetate/hexane to give 2-(diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acid (200 mg, 0.726 mmol, 12.07%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365520B2
Source datasetuspto-grants-2016_06
ORD IDord-911d99c4b7634b01a47f05a190c831ac
Source noteuspto-grants-2016_06