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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427503Generated: November 1, 2026

Phthalimidine → HCID 57949571, compound

https://huagongshe.com/reaction/2427503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidineHCID 10199—
ReactantCesium carbonateHCID 10796—
Reactant1,4-Bis(bromomethyl)benzeneHCID 69335—
SolventAcetonitrileHCID 6342—
ProductHCID 57949571HCID 5794957149.3%

Reaction Steps

2,3-Dihydroisoindol-1-one (350 mg, 2.63 mmol), 1,4-bis-bromomethylbenzene (3.78 g, 14.3 mmol), Cs2CO3 (3.60 g, 11.1 mmol), in acetonitrile (20 mL), was stirred together at room temperature for 5 hours and 80° C. for 20 minutes. The reaction was partitioned between ethyl acetate and water and the organic layer was washed with brine and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the product was purified by column chromatography (30% EtOAc/Hexanes) to afford a white solid (410 mg, 49%). 1H NMR (300 MHz, CDCl3): δ 7.92 (d, 1H), 7.49-7.55 (m, 2H), 7.37-7.42 (m, 3H), 7.28-7.31 (m, 2H), 4.82 (s, 2.03), 4.49 (s, 2H), 4.31 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-f59781cff1ef4a74bd20dc8df96bbf67
Source noteuspto-grants-2011_06