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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240580Generated: November 1, 2026

Acetic Acid → 3-Pyrrolidineacetamide, N-hydroxy-2-oxo-1-(phenylmethyl)-

https://huagongshe.com/reaction/2240580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl [2-oxo-1-(2-phenylethyl)pyrrolidin-3-yl]acetateHCID 21750807—
ReactantHCID 178514655HCID 178514655—
SolventMethanolHCID 887—
SolventChloroform methanolHCID 21584188—
Product3-Pyrrolidineacetamide, N-hydroxy-2-oxo-1-(phenylmethyl)-HCID 112651468%

Reaction Conditions

Temperature0 °C

Reaction Steps

12 mg of (2-oxo-1-phenethyl-pyrrolidin-3-yl)-acetic acid methyl ester (25r) prepared by the above Step 1 was dissolved in methanol solution (0.04 mM) and then 1.7 M methanolic suspension solution containing NH2OK (0.07 ml, 0.12 mM) was added thereto at 0° C. and the resulting mixture was stirred for 4 hrs at room temperature. The resulting mixture was neutralized with 0.02 ml of acetic acid, diluted with 10% methanol/chloroform solution, filtered and concentrated in vacuo. The resulting compound was purified by Silica gel column chromatography with a solvent mixture mixed with methanol and chloroform (1:9) as an eluant to give 1.6 mg of 2-(1-benzyl-2-oxo-pyrrolidin-3-yl)-N-hydroxy-acetamide (25s) (yield: 8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723376B2
Source datasetuspto-grants-2010_05
ORD IDord-c39c2934d29c4c5dac0e032e33e9eb4c
Source noteuspto-grants-2010_05