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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221667Generated: October 31, 2026

Water → HCID 69215549, compound

https://huagongshe.com/reaction/2221667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3-(methoxymethoxy)-1-phenyl-1H-pyrazole-4-carbaldehydeHCID 23076513—
ReactantHCID 86605748HCID 86605748—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69215549HCID 692155497.4%

Reaction Steps

To a solution of diethyl ([(2-ethyl-1,3-oxazol-4-yl)methyl]phosphonate (2.97 g) in tetrahydrofuran (50 mL) was added sodium hydride (60% in oil, 0.48 g) at room temperature, and the mixture was stirred for 30 min. 3-(Methoxymethoxy)-1-phenyl-1H-pyrazole-4-carbaldehyde (2.32 g) was added to the reaction mixture and the mixture was heated under reflux for 1.5 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate-hexane (1:9-3:7, v/v) to give 2-ethyl-4-{(Z)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-1,3-oxazole as a pale-yellow oil (0.24 g, yield 7.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368578B2
Source datasetuspto-grants-2008_05
ORD IDord-e6b1c89b5fc440c0b659661a965cf72b
Source noteuspto-grants-2008_05