Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846233Generated: October 31, 2026

Triphenylphosphine → HCID 14199079, compound

https://huagongshe.com/reaction/1846233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium AcetateHCID 517044—
ReactantPyridine, 2-bromo-3-(2-propenyloxy)-HCID 23028574—
ReactantHCID 89964775HCID 89964775—
Catalystpalladium(II) acetateHCID 167845—
CatalystTetraethylammonium chloride monohydrateHCID 16211205—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 14199079HCID 14199079—

Reaction Conditions

Temperature110 °C

Reaction Steps

3-methylene-2,3-dihydrofuro[3,2-b]pyridine. To a solution of 3-(allyloxy)-2-bromopyridine (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 and dried over Na2SO4, and concentrated. The product 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-034d2291cbe0402eb05be66bb82eb74d
Source noteuspto-grants-2015_02