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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1387347Generated: October 30, 2026

Ethanolamine → HCID 54276884, compound

https://huagongshe.com/reaction/1387347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantO-XyleneHCID 7237—
Reactant2-(4-Chlorobenzyloxy)-alpha-methoxyiminophenylacetonitrileHCID 86584676—
CatalystZinc acetate (USP)HCID 2724192—
SolventWaterHCID 962—
ProductHCID 54276884HCID 542768849.8%

Reaction Steps

Zinc acetate dihydrate (400 mg, 1.8 mmol), ethanolamine (975 mg, 15.9 mmol) and xylene (8 ml) were added to 2-(4-chlorobenzyloxy)-α-methoxyiminophenylacetonitrile (4.00 g, 13.3 mmol), and the mixture was stirred under reflux for 63 hours. After completion of the reaction, water (100 ml) was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give isomer A (1.31 g, 28.6%, as crystals) and isomer B (0.45 g, 9.8%, as crystals) of 2-(4-chlorobenzyloxy)phenyl 2-oxazolin-2-yl ketone O-methyloxime.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06268312B1
Source datasetuspto-grants-2001_07
ORD IDord-8e4fcdd63bbd4351abbcdb801ed1f2c7
Source noteuspto-grants-2001_07