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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406423Generated: October 31, 2026

Triphenylphosphine → HCID 58117375, compound

https://huagongshe.com/reaction/1406423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
Reactant1-Phenylethanol, (R)-HCID 637516—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58117375HCID 58117375—

Reaction Steps

A 20 mL microwave vial was charged with 1H-pyrazole-4-carboxylic acid ethyl ester (1 g, 7.1 mmol), (R)-1-phenylethanol (1.31 mL, 10.7 mmol), triphenylphosphine (3 g, 11.4 mmol) and tetrahydrofuran (15 mL). The reaction was stirred at ambient temperature for 10 minutes before adding diisopropyl azodicarboxylate (2.25 mL, 11.14 mmol) with cooling. The vial was heated under microwave irradiation at 140° C. for 15 mins. After cooling, the solvent was removed in vacuo and the residue purified by flash chromatography on SiO2 with hexane—30% ethyl acetate/hexane (gradient) to afford intermediate (6f), 1((S)-1-Phenyl-ethyl)-1H-pyrazole-4-carboxylic acid ethyl ester as an oil, 1.646 g, 94%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916591B2
Source datasetuspto-grants-2014_12
ORD IDord-cdd300a24e514cabab63a85ba76df773
Source noteuspto-grants-2014_12