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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698690Generated: October 31, 2026

Triphenylphosphine → 5-Fluoro-8-methoxychromane

https://huagongshe.com/reaction/1698690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant3-Fluoro-2-(3-hydroxypropyl)-6-methoxyphenolHCID 59511911—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-8-methoxychromaneHCID 5951181482.8%

Reaction Conditions

Temperature-74 °C

Reaction Steps

After dissolving 4.78 g of 3-fluoro-2-(3-hydroxypropyl)-6-methoxyphenol and 9.4 g of triphenylphosphine in 70 ml of THF under a nitrogen atmosphere, the solution was cooled to −74° C. Next, 7 ml of DIAD was added to the reaction mixture, and the temperature was raised to room temperature prior to stirring overnight. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (3.6 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163787B2
Source datasetuspto-grants-2012_04
ORD IDord-a9a31b6bcfdf45bf911c0565aabf6192
Source noteuspto-grants-2012_04