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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468182Generated: November 1, 2026

Pyrrolidine → 1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidine

https://huagongshe.com/reaction/1468182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventCyclohexaneHCID 8078—
Product1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidineHCID 1008182030.2%

Reaction Steps

Reflux a solution of 1,4-cyclohexanedione mono-ethylene ketal (10.4 g, 66.5 mmol) and pyrrolidine (4.96 g, 69.8 mmol) and p-toluenesulfonic acid monohydrate (0.13 g, 0.66 mmol) in 50 mL cyclohexane overnight with a Dean-Stark trap and drying tube. Filter the mixture, wash with Et2O and concentrate the brown filtrate to afford 4.20 g of 1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidine as brown oil

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000154B2
Source datasetuspto-grants-2015_04
ORD IDord-e31817537cf44e3aac29ce3231017574
Source noteuspto-grants-2015_04