HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzaldehyde → 2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione | HCID 824274 | 69.7% |
Reaction Steps
To 4-nitrobenzaldehyde (15.1 g) were added a toluene (180 mL) solution, Meldrum's acid (14.4 g), piperidine (300 μL) and acetic acid (300 μL) at room temperature, and the mixture was stirred for 5 hr. Insoluble material was collected by filtration, and the obtained solid was washed with ethyl acetate (80 mL). The resulting precipitate was collected by filtration to give the title compound (19.3 g) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461209B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-73520dfa6d5345e1ba031d845663de3f |
| Source note | uspto-grants-2013_06 |