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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968412Generated: October 29, 2026

Acetonitrile → HCID 22060168, compound

https://huagongshe.com/reaction/968412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
Reactant4-Penten-2-OLHCID 12247—
Reactant3-Bromo-5-methoxypyridineHCID 817163—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductHCID 22060168HCID 2206016883.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 5-bromo-3-methoxypyridine (4.11 g, 21.86 mmol), 4-penten-2-ol (2.25 g, 26.23 mmol), palladium(II) acetate (49 mg, 0.22 mmol), tri-o-tolylphosphine (266 mg, 0.87 mmol), triethylamine (13.71 mL, 98.37 mmol), and acetonitrile (15 mL) was heated in a sealed glass tube at 140° C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3×200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give 3.53 g (70.3%) of a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958399B2
Source datasetuspto-grants-2005_10
ORD IDord-80972da37f5b4e759c4b8d7ae7ca0a95
Source noteuspto-grants-2005_10