HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobenzaldehyde → 5-(4-Chlorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | Hantzsch ester | HCID 70849 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(4-Chlorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290476B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-731056ea565043e58135b47f2e993128 |
| Source note | uspto-grants-2016_03 |