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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427570Generated: November 3, 2026

Phthalimidine → HCID 57949732, compound

https://huagongshe.com/reaction/2427570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidineHCID 10199—
ReactantCesium carbonateHCID 10796—
Reactant18-Crown-6HCID 28557—
Reactant1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
SolventAcetoneHCID 180—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57949732HCID 5794973285%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,3-dihydro-isoindol-1-one (0.066 g, 0.5 mmol), 1-bromomethyl-3-chloro-benzene (0.123 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-chloro-benzyl)-2,3-dihydro-isoindol-1-one (0.107 g, 85%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.28 (s, 2H), 4.78 (s, 2H), 7.16-7.52 (m, 7H), 7.90 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-316ec00754584fed9dd0a99dca0b858a
Source noteuspto-grants-2011_06