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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250497Generated: October 26, 2026

Phthalimide → 2-(2-Oxocyclohexyl)isoindole-1,3-dione

https://huagongshe.com/reaction/2250497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
Reactant2-ChlorocyclohexanoneHCID 13203—
Product2-(2-Oxocyclohexyl)isoindole-1,3-dioneHCID 322601—

Reaction Steps

The amine required as precursor was prepared in accordance with GB1131191. 2-Chlorocyclohexanone was reacted with phthalimide to give 2-(2-oxocyclohexyl)isoindole-1,3-dione, which was ketalized with ethylene glycol in the presence of para-toluenesulfonic acid, giving 2-(1,4-dioxaspiro[4.5]dec-6-yl)isoindole-1,3-dione. Treatment with hydrazine hydrate to remove the phthalimideradical gave the desired 1,4-dioxaspiro[4.5]dec-6-ylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317033B2
Source datasetuspto-grants-2008_01
ORD IDord-0bd316679de54a07bf16492839134f58
Source noteuspto-grants-2008_01