HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-(Benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | Hantzsch ester | HCID 70849 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 1-Benzothiophene-2-carbaldehyde | HCID 736500 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(Benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284308B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-27cb75e38c5d479c9240a185085cf1a3 |
| Source note | uspto-grants-2016_03 |