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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928712Generated: October 26, 2026

4-Chlorobenzaldehyde → 5-(4-Chlorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/928712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantHantzsch esterHCID 70849—
ReactantL-ProlineHCID 145742—
SolventEthanolHCID 702—
Product5-(4-Chlorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 10880110—

Reaction Steps

Proline (0.165 g, 1.42 mmol) was added to a solution of 4-chlorobenzaldehyde (1.00 g, 7.11 mmol) and Meldrum's acid (1.03 g, 7.11 mmol) in EtOH (10 mL). The mixture was stirred at room temperature for 1 hour and diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (1.80 g, 7.11 mmol) was added. Stirring was continued for 3 hours and EtOH removed under reduced pressure. The residue was diluted with i-PrOH and filtered to provide the desired compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290476B2
Source datasetuspto-grants-2016_03
ORD IDord-731056ea565043e58135b47f2e993128
Source noteuspto-grants-2016_03