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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361295Generated: October 29, 2026

Triphenylphosphine → 1,1-Dimethylethyl 2,5-dihydro-3-furancarboxylate

https://huagongshe.com/reaction/1361295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant1,1-Dimethylethyl tetrahydro-4-hydroxy-3-furancarboxylateHCID 11412816—
SolventTetrahydrofuranHCID 8028—
Product1,1-Dimethylethyl 2,5-dihydro-3-furancarboxylateHCID 1120601851.34%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

The product of Step B, t-butyl 4-hydroxytetrahydrofuran-3-carboxylate (0.83 g, 4.41 mmol) and PPh3 (1.74 g, 6.63 mmol) were placed in THF (5 mL), the solution was cooled to 0-5° C., and DIAD (1.13 mL, 5.74 mmol) was added dropwise. After reacting at rt for 12 h, the reaction mixture was filtered, washed with a solution of EtOAc/Hex=1/4, and the filtrate concentrated in vacuo The residue was purified by column chromatography (eluent, EtOAc/Hex=1/7) to give the title compound (0.39 g, 51.34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879852B2
Source datasetuspto-grants-2011_02
ORD IDord-691e1cfd71c24767b82416dafd604112
Source noteuspto-grants-2011_02