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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511772Generated: October 25, 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/511772

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 numberUS09101596B2
Source datasetuspto-grants-2015_08
ORD IDord-ca5488af8d4f493aaad90c58d005ddc5
Source noteuspto-grants-2015_08