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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490327Generated: October 31, 2026

Epichlorohydrin → HCID 22386937, compound

https://huagongshe.com/reaction/490327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantAcetamide, N-(2-hydroxy-6-methylphenyl)-HCID 153835—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventHeptaneHCID 8900—
ProductHCID 22386937HCID 22386937—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-methyl-2-acetamidophenol (0.165 g, 1 mmol), and epichlorohydrin (1.84 g, 20 mmol) was stirred at 70° C. to afford a clear solution. Triethylbenzylammonium chloride (0.15 g, 1 mmol) was then added and stirring was continued at 125° C. for 15 minutes. After cooling to room temperature 1M NaOH solution was added and the solution was extracted with dichloromethane. The organic extract was washed with water and dried. After evaporation of the dichloromethane the resulting brownish oil was purified through silica chromatography 50-70% EtOAc in heptane yielding the product as a colourless oil (0.12 g, 0.54 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528156B2
Source datasetuspto-grants-2009_05
ORD IDord-03cf93bbbd2a49eb89c31bb9ad2462a9
Source noteuspto-grants-2009_05