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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15033Generated: October 26, 2026

2-(Dimethylamino)ethanol → 4-benzyloxy-1-{4-[2-(dimethylamino)ethoxy]phenyl}-1H-pyridin-2-one

https://huagongshe.com/reaction/15033

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dimethylamino)ethanolHCID 7902—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant4-benzyloxy-1-(4-hydroxyphenyl)-1H-pyridin-2-oneHCID 68431283—
SolventTetrahydrofuranHCID 8028—
Product4-benzyloxy-1-{4-[2-(dimethylamino)ethoxy]phenyl}-1H-pyridin-2-oneHCID 1155962566.6%

Reaction Steps

4-Benzyloxy-1-(4-hydroxyphenyl)-1H-pyridin-2-one (150 mg, 0.511 mmol), 2-(dimethylamino)ethanol (0.057 mL, 0.562 mmol), triphenylphosphine (269 mg, 1.02 mmols) and diethyl azodicarboxylate (0.163 mL, 1.02 mmols) were stirred overnight in THF (4 mL). Concentrating the reaction liquid under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-300, methanol: chloroform=1:20-1:10) to provide the title compound (124 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732456B2
Source datasetuspto-grants-2010_06
ORD IDord-03e023041a31460a9e95a92d281c2f32
Source noteuspto-grants-2010_06