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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584439Generated: October 29, 2026

Hydrochloric Acid → HCID 11734637, compound

https://huagongshe.com/reaction/584439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-Chloromethylphenoxy)methyl-5-methyl-2-phenyloxazoleHCID 10946940—
ReactantHCID 87950435HCID 87950435—
SolventDimethylformamideHCID 6228—
ProductHCID 11734637HCID 1173463766.2%

Reaction Steps

Sodium hydride (60% in oil, 211 mg) was added to a solution of ethyl E-4-(hydroxyimino)-4-(4-phenoxyphenyl)butyrate(1.50 g) and 4-(4-chloromethylphenoxymethyl)-5-methyl-2-phenyloxazole (1.50 g) in N,N-dimethylformamide (15 ml) at room temperature under nitrogen atmosphere and stirred for 1 hour. 1N hydrochloric acid (7 ml) was added, an aqueous saturated solution of sodium bicarbonate was added and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain crystals from an ethyl acetate-hexane (1:4, v/v)-eluted fraction. The crystals were recrystallized from ethyl acetate-hexane to obtain ethyl E-4-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyimino]-4-(4-phenoxyphenyl)butyrate (1.87 g, yield 66%) as colorless crystals. m.p. 118-119° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924300B2
Source datasetuspto-grants-2005_08
ORD IDord-b9ad6319afae439fb0bdd3e13570fd16
Source noteuspto-grants-2005_08