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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 435501Generated: October 26, 2026

Phenol → alpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-3-Chlorobenzenepropanamide

https://huagongshe.com/reaction/435501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium hydrideHCID 24758—
Reactant18-Crown-6HCID 28557—
ReactantN-(1-methylethyl)-3-(3-chlorophenyl)-2-oxiranecarboxamideHCID 13041335—
SolventAcetonitrileHCID 6342—
Productalpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-3-ChlorobenzenepropanamideHCID 13041346—

Reaction Steps

This compound was prepared from N-(1-methylethyl)-3-(3-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 ether. The compound melted at 160°-162°, and weighed 1.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04401832
Source datasetuspto-grants-1983_08
ORD IDord-36de2296413e41dfb4560091010942ff
Source noteuspto-grants-1983_08