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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546882Generated: October 31, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-(5-Bromopyridin-2(1H)-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/546882

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantPyridine, 3-bromo-, 1-oxideHCID 142763—
SolventAcetic AnhydrideHCID 7918—
Product5-(5-Bromopyridin-2(1H)-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 5744349833%

Reaction Steps

Meldrum's acid (6.63 g, 45.98 mmol) was added to a solution of 3-bromopyridine N-oxide (8 g, 45.98 mmol) in acetic anhydride (50 mL), and the mixture was stirred at room temperature overnight. Then, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate and ethyl acetate) to give the target compound (4.53 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-8508f2ddddb94deb899cc4ae3deafdac
Source noteuspto-grants-2011_05