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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10869Generated: October 26, 2026

3-Fluorophthalic anhydride → Allyl 3-(4-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

https://huagongshe.com/reaction/10869

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorophthalic anhydrideHCID 69551—
ReactantAllyl 3-amino-2-(2-methyl-[1,3]dioxolan-2-yl)propionateHCID 21982191—
SolventChloroformHCID 6212—
ProductAllyl 3-(4-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionateHCID 2198218552%

Reaction Conditions

Temperature80 °C

Reaction Steps

Allyl 3-amino-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (400 mg, 1.86 mmol) was dissolved in 10 mL of chloroform, and 3-fluorophthalic anhydride (401 mg, 2.42 mol) was added to the obtained solution. The resulting mixture was then refluxed at 80° C. for 3 days after adding. 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=3/1) to obtain the desired product as a white solid (351 mg, 52%). Rf=0.29 (eluent: n-hexane/ethyl acetate=2/1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094908B2
Source datasetuspto-grants-2006_08
ORD IDord-f8a25e85c5804342b5d24a98cbc5cbf2
Source noteuspto-grants-2006_08