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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427564Generated: November 2, 2026

Phthalimidine → HCID 57949516, compound

https://huagongshe.com/reaction/2427564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidineHCID 10199—
ReactantCesium carbonateHCID 10796—
Reactant18-Crown-6HCID 28557—
Reactant1-(Bromomethyl)-2,4-difluorobenzeneHCID 90297—
SolventAcetoneHCID 180—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57949516HCID 5794951677%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,3-dihydro-isoindol-1-one (0.133 g, 1 mmol), 1-bromomethyl-2,4-difluoro-benzene (0.248 g, 1.2 mmol), Cs2CO3 (0.816 g, 2.5 mmol), and 18-crown-6 (0.026 g, 0.11 mmol) in acetone (5 mL) was stirred at 70° C. for 16 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-(2,4-difluoro-benzyl)-2,3-dihydro-isoindol-1-one (0.199 g, 77%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.34 (s, 2H), 4.84 (s, 2H), 6.85 (m, 2H), 7.35-7.54 (m, 4H), 7.86 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-9ba52b31369b44fbb55b7de8008124b0
Source noteuspto-grants-2011_06