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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427577Generated: November 3, 2026

Phthalimidine → HCID 67249785, compound

https://huagongshe.com/reaction/2427577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidineHCID 10199—
ReactantCesium carbonateHCID 10796—
Reactant18-Crown-6HCID 28557—
ReactantBromomethylstyreneHCID 98116—
SolventAcetoneHCID 180—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 67249785HCID 67249785—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,3-dihydroisoindol-1-one (0.066 g, 0.5 mmol), 3-bromo-propenyl-benzene (0.118 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-(2-phenyl-allyl)-2,3-dihydro-isoindol-1-one. 1H NMR (300 MHz, CDCl3): δ (ppm) 4.42 (m, 4H), 6.22 (m, 1H), 6.60 (d, 1H), 7.22-7.60 (m, 8H), 7.88 (d, 1H). GC-MS: m/z 249 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-3bdfaa7efb754c14bece3bed251899e8
Source noteuspto-grants-2011_06