HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetoacetamide → HCID 76695326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetoacetamide | HCID 80077 | — |
| Reactant | 4-Chloro-3-Fluorobenzaldehyde | HCID 2724985 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 76695326 | HCID 76695326 | 67.8% |
Reaction Steps
A mixture of 4-chloro-3-fluorobenzaldehyde (2.47 g, 15.5 mmol), acetoacetamide (1.57 g, 15.5 mmol), AcOH (35 μL, 0.62 mmol) and piperidine (61 μL, 0.62 mmol) in isopropyl alcohol (30 mL) was stirred at room temperature for 2.5 days and evaporated under reduced pressure. The crude product was purified by a silica gel column (120 g) eluting from 50% to 80% EtOAc in hexanes to afford 2-(4-chloro-3-fluorobenzylidene)-3-oxobutanamide (2.54 g, 67.6%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635699B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-66a11216479d437bb62709802878a84a |
| Source note | uspto-grants-2009_12 |