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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270127Generated: October 30, 2026

Water → HCID 71655302, compound

https://huagongshe.com/reaction/270127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
ReactantHCID 57428728HCID 57428728—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 71655302HCID 7165530279.7%

Reaction Steps

A mixture of methyl 5-chloro-2-hydroxy-4-[(4-methoxybenzyl)oxy]benzoate (1.78 g, 5.5 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1.43 g, 5.5 mmol) and cesiumcarbonate (2.15 g, 6.6 mmol) in NMP (15 mL) was stirred at room temperture overnight. Water was added to the mixture and it was then extracted with with ethyl acetate three times. The combined organinc layers was washed with water, dried over sodium sulphate and solvent was removed in vacuo. The residue was purified by silica gel flash chromatography (ethyl acetate/heptane 10-30%), (1.66 g, 79%) of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-83122fd706f64cfbbd023305de101963
Source noteuspto-grants-2008_11