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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266826Generated: October 31, 2026

Triphenylphosphine → HCID 58824154, compound

https://huagongshe.com/reaction/2266826

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 numberUS07858644B2
Source datasetuspto-grants-2010_12
ORD IDord-9a578529001646f69be120bb92723909
Source noteuspto-grants-2010_12