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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74823Generated: October 25, 2026

Dichloromethane → 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl chloride

https://huagongshe.com/reaction/74823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant6-Maleimidohexanoic acidHCID 573683—
CatalystDimethylformamideHCID 6228—
SolventOxalyl chlorideHCID 65578—
Product6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl chlorideHCID 11424716100%

Reaction Steps

To a stirring solution of 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid (3.15 g, 14.9 mM) in 15 mL of dichloromethane, oxalyl chloride (1.61 mL, 17.9 mM) was added followed by one drop of DMF. The reaction was allowed to stir at room temperature for three hours. The reaction was concentrated in vacuo. The residue was dissolved in a one to one solution of heptane and dichloromethane and then concentrated in vacuo. This process was repeated two more times producing a solid #248 (3.43 g, 100%). 1H NMR (400 MHz, DMSO-d6): δ [7.02 (s, 2H), 3.43 (m, 2H), 2.53 (m, 1H), CH2.18 (m, 1H), 1.54 (m, 4H), 1.26 (m, 2H).]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828401B2
Source datasetuspto-grants-2014_09
ORD IDord-6526d9d97fce432eb40b3e77b6705e27
Source noteuspto-grants-2014_09