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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330495Generated: October 29, 2026

1-(Oxiran-2-yl)ethan-1-ol → 1-[4-(3-Chlorobenzyloxy)phenylamino] butane-2,3-diol

https://huagongshe.com/reaction/330495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Oxiran-2-yl)ethan-1-olHCID 11593431—
Reactant4-[(3-Chlorophenyl)methoxy]anilineHCID 14182433—
SolventIsopropanolHCID 3776—
Product1-[4-(3-Chlorobenzyloxy)phenylamino] butane-2,3-diolHCID 1418243450.3%

Reaction Steps

A solution containing 50 g (0.21 mol) of 4-(3'-chlorobenzyloxy) aniline and 21.6 g (0.24 mol) of the mixture obtained in Example 1 in 850 ml of isopropanol is refluxed for 6 hrs 30 mins. When the isopropanol has evaporated, the crude mixture is purified by flash silica chromatography (eluant: CH2Cl2 --CH3OH: 97-3). 34 g (yield: 49%) of white solid is recovered, corresponding to the product expected and having a melting point of from 95°-96° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04897409
Source datasetuspto-grants-1990_01
ORD IDord-ac81e5ab09be41849730441ef2b47868
Source noteuspto-grants-1990_01