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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282919Generated: October 26, 2026

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

https://huagongshe.com/reaction/2282919

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 numberUS09138486B2
Source datasetuspto-grants-2015_09
ORD IDord-3a216cd6605b46de820db9a7d3082dd0
Source noteuspto-grants-2015_09