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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256922Generated: November 1, 2026

4-Nitrobenzaldehyde → 2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/1256922

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantTolueneHCID 1140—
ReactantPiperidineHCID 8082—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
SolventAcetic AcidHCID 176—
Product2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dioneHCID 82427469.7%

Reaction Steps

To 4-nitrobenzaldehyde (15.1 g) were added a toluene (180 mL) solution, Meldrum's acid (14.4 g), piperidine (300 μL) and acetic acid (300 μL) at room temperature, and the mixture was stirred for 5 hr. Insoluble material was collected by filtration, and the obtained solid was washed with ethyl acetate (80 mL). The resulting precipitate was collected by filtration to give the title compound (19.3 g) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461209B2
Source datasetuspto-grants-2013_06
ORD IDord-73520dfa6d5345e1ba031d845663de3f
Source noteuspto-grants-2013_06