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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896872Generated: October 30, 2026

Succinimide → 1-(1,4-Dioxaspiro[4.5]decan-8-yl)pyrrolidine-2,5-dione

https://huagongshe.com/reaction/1896872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinimideHCID 11439—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant2-(1,4-Dioxa-spiro[4.5]dec-7-en-8-yl)-pyridin-3-olHCID 58562515—
SolventDimethylformamideHCID 6228—
Product1-(1,4-Dioxaspiro[4.5]decan-8-yl)pyrrolidine-2,5-dioneHCID 58562710—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of pyrrolidine-2,5-dione (210 mg, 2 mmol) in DMF was treated with sodiumhexamethyldisilazid (1.5 eq), stirred for 30 min and treated with 4-dioxaspiro[4.5]decan-8-yl methanesulfonate (250 mg, 1 mmol) from example 1, step A, and heated at 80° C. for 18 h. DMF was removed under vacuum and the residue was purified by silica column chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518969B2
Source datasetuspto-grants-2013_08
ORD IDord-179cad7f78bf482fa1986215754e7b14
Source noteuspto-grants-2013_08