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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635233Generated: October 25, 2026

Aldoxime → 3-[3-(3-Methyl-isoxazol-5-yl)-phenyl)-3-oxo-propionic acid tert-butyl ester

https://huagongshe.com/reaction/1635233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAldoximeHCID 7863—
ReactantChlorosuccinimideHCID 31398—
ReactantEthyl 3-ethynylbenzoateHCID 15540684—
ReactantEthyl 3-(3-methyl-isoxazol-5-yl)-benzoateHCID 22224947—
ReactantLithium Tert-butyl AcetateHCID 86586795—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
Product3-[3-(3-Methyl-isoxazol-5-yl)-phenyl)-3-oxo-propionic acid tert-butyl esterHCID 69592871—

Reaction Steps

Prepared from ethyl 3-(3-methyl-isoxazol-5-yl)-benzoate [prepared by reaction of ethyl 3-ethynylbenzoate [CAS-No. 178742-95-5] with a mixture of NCS, acetaldoxime, Et3N and cat. amount of pyridine in CHCl3 at 50° C. according to Tetrahedron 1984, 40, 2985-2988] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Obtained as a yellow solid (2.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509328B1
Source datasetuspto-grants-2003_01
ORD IDord-ea3c289a8f1d4ca7bea839468e22e0a1
Source noteuspto-grants-2003_01