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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526836Generated: October 31, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-(4-Methylsulfonylbenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/526836

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantHantzsch esterHCID 70849—
ReactantL-ProlineHCID 145742—
Reactant4-(Methylsulfonyl)benzaldehydeHCID 220376—
SolventEthanolHCID 702—
Product5-(4-Methylsulfonylbenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 86715585—

Reaction Steps

Proline (0.126 g, 1.086 mmol) was added to a solution of 4-(methylsulfonyl)benzaldehyde (1.00 g, 5.43 mmol) and Meldrum's acid (1.38 g, 5.43 mmol) in EtOH (10 mL). The mixture was stirred at room temperature for 1 hour and then diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (1.38 g, 5.43 mmol) was added. Stirring was continued for 3 hours and then EtOH was removed under reduced pressure. The residue was diluted with i-PrOH and filtered to provide the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346782B2
Source datasetuspto-grants-2016_05
ORD IDord-4e754d38806c4ddd877e3d8cfbdb617d
Source noteuspto-grants-2016_05