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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 435502Generated: October 25, 2026

Phenol → alpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-4-Chlorobenzenepropanamide

https://huagongshe.com/reaction/435502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium hydrideHCID 24758—
Reactant18-Crown-6HCID 28557—
ReactantN-(1-methylethyl)-3-(4-chlorophenyl)-2-oxiranecarboxamideHCID 13041336—
SolventAcetonitrileHCID 6342—
Productalpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-4-ChlorobenzenepropanamideHCID 13041347—

Reaction Steps

This compound was prepared from N-(1-methylethyl)-3-(4-chlorophenyl)-2-oxiranecarboxamide (7.2 g.), phenol (3.0 g.), sodium hydride (50% oil dispersion, 1.6 g.), 18-crown-6 (0.9 g.), and acetonitrile (250 ml.) as described in Example 12. The crude product was recrystallized from ethanol, giving 2.3 g. of the compound, m.p. 175°-177°. Another recrystallization from ethanol gave analytical sample, m.p. 176°-178°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04401832
Source datasetuspto-grants-1983_08
ORD IDord-0dc2efa9a2184257883d10c011c4190b
Source noteuspto-grants-1983_08