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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901331Generated: October 24, 2026

Triethylamine → 2,2-Dimethyl-5-(pyrrolidin-2-ylidene)-1,3-dioxane-4,6-dione

https://huagongshe.com/en/reaction/901331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant2-Methoxy-1-PyrrolineHCID 353443—
SolventBenzeneHCID 241—
Product2,2-Dimethyl-5-(pyrrolidin-2-ylidene)-1,3-dioxane-4,6-dioneHCID 70853771.3%

Reaction Steps

A solution of 5-Methoxy-3,4-dihydro-2H-pyrrole (5.35 g, 54.0 mmol), isopropylidene malonate (7.78 g, 54.0 mmol), triethylamine (1.35 mL, 9.7 mmol) and benzene (55 mL) is refluxed under nitrogen overnight. The reaction is cooled to RT and concentrated and the crude product is recrystalized from EtOH (95 mL) to give the title compound as a white solid (8.13 g, 38.5 mmol). 1H NMR (CDCl3, 300 MHz) 3.73(t, 2H), 3.35(t, 2H), 2.20-2.08(m, 2H), 1.66(s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361663B2
Source datasetuspto-grants-2008_04
ORD IDord-5e7deb17ac814ff1907339b9a7fbd611
Source noteuspto-grants-2008_04