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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460074Generated: October 30, 2026

Triphenylphosphine → HCID 58824154, compound

https://huagongshe.com/reaction/460074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-IodophenolHCID 12272—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantMethyl 4-(hydroxymethyl)-5-methylfuran-2-carboxylateHCID 58824163—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58824154HCID 5882415469%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 4-hydroxymethyl-5-methyl-furan-2-carboxylic acid methyl ester (16) (1.85 g, 10.9 mmoles), 3-iodophenol (3.6 g, 16.35 mmoles), triphenylphosphine (4.3 g, 16.35 mmoles) in tetrahydrofuran (15 mL) was cooled to 0° C. Diisopropylazodicarboxylate (3.3 g, 16.35 mmoles) was added and the mixture was allowed to warm to room temperature, then stirred for 72 h. The tetrahydrofuran was evaporated and the residue purified by flash chromatography using hexane/ethyl acetate 7:3 v/v as eluent to give compound 106 (2.8 g). This was used directly in step (b).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196089B2
Source datasetuspto-grants-2007_03
ORD IDord-addd2c8046af46ffb77e34b5a24fe257
Source noteuspto-grants-2007_03