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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846228Generated: November 3, 2026

Triphenylphosphine → HCID 89964578, compound

https://huagongshe.com/reaction/1846228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 64982982HCID 64982982—
ReactantHCID 89964241HCID 89964241—
Catalystpalladium(II) acetateHCID 167845—
CatalystTetraethylammonium chloride monohydrateHCID 16211205—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 89964578HCID 89964578—

Reaction Conditions

Temperature110 °C

Reaction Steps

9-methylene-6,7,8,9-tetrahydrooxepino[3,2-b]pyridine. To a solution of 2-bromo-3-(pent-4-en-1-yloxy)pyridine (1 eq.) in DMF (0.2 M), PPh3 (0.25 eq.), Pd(OAc)2 (0.1 eq), and KOAc (5 eq.), is added, under an argon atmosphere, tetraethyl ammonium chloride hydrate (2 eq.). The flask is purged with argon for 15 min, and the resulting reaction mixture is stirred at 110° C. for 16 h. The reaction progress is monitored by TLC. The reaction mixture is diluted with EtOAc and saturated NaHCO3 solution. The organic layer is separated, dried over Na2SO4, and concentrated. The compound that may be thus obtained is purified by column chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952009B2
Source datasetuspto-grants-2015_02
ORD IDord-a64f7aa11c2d4dff82b0c22416ae013a
Source noteuspto-grants-2015_02