HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 2-(4-pyridylmethyl)acetoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 4-Pyridinecarboxaldehyde | HCID 13389 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-(4-pyridylmethyl)acetoacetate | HCID 10680502 | 90.5% |
Reaction Steps
Ethyl acetoacetate (5.20 g), piridine-4-aldehyde (4.28 g), piperidine (0.4 ml) and AcOH (0.24 ml) are mixed in CH2Cl2 (150 ml) at room temperature under nitrogen atmosphere. The reaction mixture is stirred overnight and the solvent is removed. The residue is dissolved in EtOH (150 ml). 10% Pd/C (1.0 g) is added and reaction mixture is stirred at room temperature under hydrogen for 7 hours. Concentration under reduced pressure after Celite® filtration afford Ethyl 2-(4-piridylmethyl)acetoacetate (8.0 g) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994318B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-e278aba6472f422bbded19172cbee8c4 |
| Source note | uspto-grants-2011_08 |