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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271515Generated: November 1, 2026

Triphenylphosphine → 5-(1-Methoxyimino-indan-5-yl)-4-pyridin-4-yl-furan-2-carbaldehyde

https://huagongshe.com/reaction/271515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-(Tri-n-butylstannyl)pyridineHCID 2737318—
Reactant4-Bromo-5-(1-methoxyimino-indan-5-yl)-furan-2-carbaldehydeHCID 86760759—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product5-(1-Methoxyimino-indan-5-yl)-4-pyridin-4-yl-furan-2-carbaldehydeHCID 8676076069%

Reaction Steps

A degassed mixture of the product of Step 4 (2.0 g, 6.0 mmol) and 4-tributylstannylpyridine (2.5 g, 6.8 mmol) in toluene (100 ml) was treated with triphenylphosphine (156 mg, 0.6 mmol) and palladium acetate (67 mg, 0.3 mmol) then heated under reflux for 60 hours. The reaction mixture was concentrated in vacuo and the product purified by silica gel chromatography eluting with ethyl acetate/hexane (1:1) and then ethyl acetate to give the title compound (1.37 g, 69%); MS(ES+) m/e 333 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452906B2
Source datasetuspto-grants-2008_11
ORD IDord-d59478a4e454451788f17817b8af18ac
Source noteuspto-grants-2008_11