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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561339Generated: October 29, 2026

1-Chloromethylnaphthalene → 2-(naphthalen-1-ylmethyl)-1h-isoindole-1,3(2h)-dione

https://huagongshe.com/reaction/561339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ChloromethylnaphthaleneHCID 6845—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(naphthalen-1-ylmethyl)-1h-isoindole-1,3(2h)-dioneHCID 22805499%

Reaction Steps

To a solution of 1-chloromethyl-naphthalene (8.83 g, 50 mmol) in DMF (90 mL) was added phthalimide potassium salt (11.1 g, 60 mmol). The resultant solution was stirred at 100° C. overnight. The mixture was poured into ice-cold water and the precipitate was collected, washed with small amount of methanol and dried under vacuo to give 2-naphthalen-1-ylmethyl-isoindole-1,3-dione 52 (14.2 g, 99% yield). This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063222B2
Source datasetuspto-grants-2011_11
ORD IDord-78e4f7e57cc2413d9229db6200198dd5
Source noteuspto-grants-2011_11