HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetoacetate → HCID 10879985, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10879985 | HCID 10879985 | 97.8% |
Reaction Steps
NaH (1.94 g, 60%) is added to the solution of ethyl acetoacetate (6.02 g) in THF (100 ml) at 0° C. under nitrogen atmosphere. The reaction mixture is stirred for 15 minutes at the temperature and 3-nitrobenzylbromide (10 g) is added. The reaction mixture is stirred at room temperature overnight. The reaction mixture is poured into saturated NH4Cl eq. and extracted with EtOAc twice. The combined organic extract is washed with brine and dried over MgSO4. Concentration under reduced pressure gives the residue which is purified over column chromatography to afford ethyl 2-(3-nitrobenzyl)-acetoacetate (12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872142B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-0facdf9946cc45c8bb9d1702068d3c1f |
| Source note | uspto-grants-2011_01 |