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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299831Generated: November 2, 2026

Dimethylformamide → methyl (4E)-4-[[4-[(5-methyl-2-phenyl-1,3-thiazol-4-yl)methoxy]phenyl]methoxyimino]-4-phenylbutanoate

https://huagongshe.com/reaction/2299831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactantmethyl (4E)-4-[(4-hydroxyphenyl)methoxyimino]-4-phenylbutanoateHCID 10946929—
ReactantThiazole, 4-(chloromethyl)-5-methyl-2-phenyl-HCID 12794636—
SolventWaterHCID 962—
SolventEthyl acetate hexaneHCID 21226206—
Productmethyl (4E)-4-[[4-[(5-methyl-2-phenyl-1,3-thiazol-4-yl)methoxy]phenyl]methoxyimino]-4-phenylbutanoateHCID 1102749871.4%

Reaction Steps

A mixture of 4-(chloromethyl)-5-methyl-2-phenylthiazol (394 mg), methy E-4-(4-hydroxybenzyloxyimino)-4-phenylbutyrate (500 mg), potassium carbonate (442 mg) and N,N-dimethyformamide (10 ml) was stirred at room temperature for 72 hours. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was subjected to silica gel chromatography to obtain methy E-4-[4-(5-methyl-2-phenyl-4-thiazolylmethoxy)benzyloxyimino]-4-phenylbutyrate (570 mg, yield 71%) 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-b38b886f870b4357aca3eb5cd68195fc
Source noteuspto-grants-2002_12