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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348772Generated: October 29, 2026

Water → 4-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-phthalic Acid Dimethyl Ester

https://huagongshe.com/reaction/348772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCarbon TetrachlorideHCID 5943—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantDimethyl 4-methylphthalateHCID 88370—
Product4-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-phthalic Acid Dimethyl EsterHCID 66941747—

Reaction Steps

The compound (202 mg) obtained in Example 129-1 was dissolved in carbon tetrachloride (7.1 ml) and added with N-bromosuccinimide (205 mg) and azobisisobutyronitrile (15.8 mg), followed by thermal reflux for 20 hours. The solution was further added with carbon tetrachloride (7.0 ml) and N-bromosuccinimide (51.3 mg), followed by thermal reflux for 4 hours. After having been stood to cool, the solution was added with water and then subjected to extraction with chloroform. The organic layer was washed with water and saturated saline solution and then dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was then dissolved in DMF (5.8 ml). The solution was added with potassium phthalimide (359 mg) and stirred at room temperature for 16 hours. The residue obtained by distilling the solvent off was purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (226 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-132eeca27a1a47ba8b8b4deb4422b007
Source noteuspto-grants-2007_02