Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591392Generated: October 25, 2026

Tributylphosphine → Ethyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(2,6-Dimethylpyridin-3-yl)methanolHCID 2784752—
Reactant(6-Hydroxy-benzo[b]thiophen-3-yl)-acetic acid ethyl esterHCID 57431998—
SolventTetrahydrofuranHCID 8028—
ProductEthyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 11866700099.6%

Reaction Steps

To a mixture of tri-n-butylphosphine (7.10 mL), (2,6-dimethylpyridin-3-yl)methanol (3.00 g), ethyl(6-hydroxy-1-benzothiophen-3-yl)acetate (5.43 g) and THF (150 mL) was added ADDP (7.17 g) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere overnight. The mixture was concentrated. To the residue was added IPE and the precipitate was filtered off. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (7.74 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-0d5bd81882964de1a6d203eed93a254b
Source noteuspto-grants-2016_01