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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044642Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

https://huagongshe.com/reaction/1044642

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantN-HydroxysuccinimideHCID 80170—
Reactantm-PEG4-(CH2)3-acidHCID 57890900—
SolventDichloromethaneHCID 6344—
Product4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid 2,5-dioxo-pyrrolidin-1-yl esterHCID 5789091143%

Reaction Steps

N-hydroxysuccinimide (0.55 g, 4.8 mmol) and EDCI (1.15 g, 6.0 mmol) were dissolved in CH2Cl2 (7 mL). Then 4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid (0.940 g, 3.8 mmol), dissolved in CH2Cl2 (2 mL), was added. Reaction stirred overnight at room temperature. Crude reaction was diluted with CH2Cl2 (21 mL), washed 1M HCl (30 mL), H2O (30 mL), dried MgSO4, and evaporated to dryness. Column chromatography (Silica, ethyl acetate) afforded 4, a clear oil (0.556 g, 43% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563685B2
Source datasetuspto-grants-2013_10
ORD IDord-4c587886a9a84779b6ae608349bd213f
Source noteuspto-grants-2013_10