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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584483Generated: October 30, 2026

Dimethylformamide → ethyl (8E)-8-[[4-[(5-methyl-2-thiophen-2-yl-1,3-oxazol-4-yl)methoxy]phenyl]methoxyimino]-8-phenyloctanoate

https://huagongshe.com/reaction/584483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)-5-methyl-2-(thiophen-2-yl)-1,3-oxazoleHCID 5076491—
Reactantethyl (8E)-8-[(4-hydroxyphenyl)methoxyimino]-8-phenyloctanoateHCID 22344573—
SolventWaterHCID 962—
SolventEthyl acetate hexaneHCID 21226206—
Productethyl (8E)-8-[[4-[(5-methyl-2-thiophen-2-yl-1,3-oxazol-4-yl)methoxy]phenyl]methoxyimino]-8-phenyloctanoateHCID 2234460295%

Reaction Steps

A mixture of 4-(chloromethyl)-5-methyl-2-(2-thienyl)oxazole (368 mg), ethyl E-8-(4-hydroxybenzyloxyimino)-8-phenyloctanoate (600 mg), potassium carbonate (432 mg) and N,N-dimethylformamide (7 ml) was stirred at room temperature for 18 hours. Water was added to the reaction mixture 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 ethyl E-8-[4-[5-methyl-2-(2-thienyl)-4-oxazolylmethoxy]benzyloxyimino]-8-phenyloctanoate (762 mg, yield 95%) as a colorless oil from an ethyl acetate-hexane (1:5, v/v)-eluted fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924300B2
Source datasetuspto-grants-2005_08
ORD IDord-e940d34f6c9047f494f3ab2cf4706ea2
Source noteuspto-grants-2005_08