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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471852Generated: October 30, 2026

Ethanol → HCID 178465994, compound

https://huagongshe.com/reaction/1471852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriphenylphosphineHCID 11776—
Reactant5-Phenyl-4H-pyrazol-3-olHCID 78577—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventWaterHCID 962—
Solvent4-MethylmorpholineHCID 7972—
ProductHCID 178465994HCID 17846599475.8%

Reaction Steps

To a solution of 3-phenyl-1H-pyrazol-5(4H)-one (1.0 g, 6.24 mmol), ethanol (0.288 g, 6.24 mmol) and triphenylphosphine (1.638 g, 6.24 mmol) in N-methylmorpholine (7 mL) was added diethylazo dicarboxylate (0.988 mL, 6.24 mmol) dropwise at 0° C. The reaction was warmed to room temperature and stirred for 2 h. The reaction was poured into H2O and extracted with ethyl acetate. The extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (0.89 g). LCMS m/z=189.19 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.32 (t, J=4.2 Hz, 3H), 4.32 (q, J=4.2 Hz, 2H), 6.45 (s, 1H), 7.41-7.94 (m, 5H), 11.3 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012478B2
Source datasetuspto-grants-2015_04
ORD IDord-e1d0b628169742f5abcfdebb0960479c
Source noteuspto-grants-2015_04