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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926507Generated: November 1, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-(Benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/926507

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantHantzsch esterHCID 70849—
ReactantL-ProlineHCID 145742—
Reactant1-Benzothiophene-2-carbaldehydeHCID 736500—
SolventEthanolHCID 702—
Product5-(Benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 86715589—

Reaction Steps

Proline (0.695 g, 5.98 mmol) was added to a solution of benzo[b]thiophene-2-carbaldehyde (5.00 g, 29.9 mmol) and Meldrum's acid (4.31 g, 29.9 mmol) in EtOH (50 mL). The mixture was stirred at room temperature for 1 hour and diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (7.57 g, 29.9 mmol) was added. Stirring was continued for 5 hours at room temperature and the precipitated product isolated by filtration rinsing further with iPrOH and dried under reduced pressure to provide the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284308B2
Source datasetuspto-grants-2016_03
ORD IDord-27cb75e38c5d479c9240a185085cf1a3
Source noteuspto-grants-2016_03