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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748660Generated: October 26, 2026

Tributylstannane → 1-(1-Benzofuran-3-yl)ethan-1-one

https://huagongshe.com/reaction/748660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylstannaneHCID 5948—
ReactantAzobisisobutyronitrileHCID 6547—
Reactant1-(Benzofuran-3-yl)-2-bromoethanoneHCID 2776580—
SolventTolueneHCID 1140—
Product1-(1-Benzofuran-3-yl)ethan-1-oneHCID 11286612—

Reaction Steps

A solution of 1-benzofuran-3-yl-2-bromo-ethanone (Intermediate I1) (commercially available from Maybridge) (2.1 g, 8.8 mmol) in toluene at reflux was treated with tributyltin hydride (2.9 mL, 10.6 mmol) and 2,2′-azobisisobutyronitrile (AIBN, catalyst) for 2 h. The mixture was cooled to rt and concentrated onto silica gel under reduced pressure. The product was eluted from a column of silica gel with 5% EtOAc: hexane to give 1-benzofuran-3-yl-ethanone (Intermediate I2) as an oil, 1.45 g (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399868B2
Source datasetuspto-grants-2008_07
ORD IDord-c0c8f0438cd048dca0467085068bb4a6
Source noteuspto-grants-2008_07