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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299837Generated: November 1, 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/2299837

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 numberUS06495581B1
Source datasetuspto-grants-2002_12
ORD IDord-3e4dc5b25ccc4f0caa27954de323c0e8
Source noteuspto-grants-2002_12