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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10853Generated: October 26, 2026

4-Nitrophthalic acid anhydride → Ethyl 3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

https://huagongshe.com/reaction/10853

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrophthalic acid anhydrideHCID 230976—
ReactantEthyl 3-amino-2-(2-methyl-[1,3]dioxolan-2-yl)propionateHCID 21982228—
SolventChloroformHCID 6212—
ProductEthyl 3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionateHCID 2198220083.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Ethyl 3-amino-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (800 mg, 3.94 mmol) was dissolved in 15 mL of chloroform, and 4-nitrophthalic anhydride (988 mg, 4.33 mmol) was added to the obtained solution. The resulting mixture was then refluxed at 80° C. for 5 days. After the reaction was completed, the solvent was evaporated by distilling under a reduced pressure. The residue was purified by performing column chromatography (eluent: n-hexane/ethyl acetate=1/1) to obtain the desired product as a yellow solid (1.24 g, 83%). Rf=0.32 (n-hexane/ethyl acetate=1/1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094908B2
Source datasetuspto-grants-2006_08
ORD IDord-803be0e00f494b65b61925570b396a30
Source noteuspto-grants-2006_08