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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157930Generated: October 29, 2026

Triphenylphosphine → 5-Fluoro-8-methoxychromane

https://huagongshe.com/reaction/1157930

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 mixture was cooled to −74° C. Next, 7 ml of DIAD was added to the reaction mixture, which was then raised to room temperature and stirred overnight. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate-heptane system) to obtain the target compound (3.6 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807690B2
Source datasetuspto-grants-2010_10
ORD IDord-9d62a0352ff64ff8b6e74796c9176ee0
Source noteuspto-grants-2010_10