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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32882Generated: October 27, 2026

Ethanol → 5-(Hydroxyimino-methyl)-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/32882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactantethyl 5-formyl-1H-pyrrole-2-carboxylateHCID 321485—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
SolventWaterHCID 962—
Product5-(Hydroxyimino-methyl)-1H-pyrrole-2-carboxylic acid ethyl esterHCID 13627254469%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-formyl-1H-pyrrole-2-carboxylic acid ethyl ester (as prepared in the previous step, 300 mg, 1.80 mmol), hydroxylamine hydrochloride (560 mg, 8.10 mmol), ethanol (10 mL), sodium acetate (1.10 g, 13.4 mmol) and water (10 mL) was stirred at 90° C. for 30 min. The solvents were removed in vacuo and the solid was collected on a Buchner funnel and washed with water (10 mL) to yield 226 mg (69%) of the title compound as a white solid: LC-MS (ESI, m/z): Calcd. for C8H11N2O3, 183.1 (M+H); found: 183.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427683B2
Source datasetuspto-grants-2008_09
ORD IDord-3aa9750e824944ee995772d784b448b3
Source noteuspto-grants-2008_09