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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427571Generated: November 3, 2026

Phthalimidine → HCID 57949754, compound

https://huagongshe.com/reaction/2427571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidineHCID 10199—
ReactantCesium carbonateHCID 10796—
Reactant(3-Bromopropyl)benzeneHCID 12503—
Reactant18-Crown-6HCID 28557—
SolventAcetoneHCID 180—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57949754HCID 5794975480%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,3-dihydro-isoindol-1-one (0.066 g, 0.5 mmol), 3-bromo-propyl-benzene (0.119 g, 0.6 mmol), Cs2CO3 (0.408 g, 1.25 mmol), and 18-crown-6 (0.013 g, 0.05 mmol) in acetone (3 mL) was stirred at 70° C. for 16 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-(3-phenyl-propyl)-2,3-dihydro-isoindol-1-one (0.100 g, 80%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.99 (m, 2H), 2.66 (t, 2H), 3.68 (t, 2H), 4.38 (s, 2H), 7.18-7.56 (m, 8H), 7.92 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-7ed87c6a4c434de29af5502052683833
Source noteuspto-grants-2011_06