Introduction：Basic information about Ethyl 2-oxo-4-phenylbutyrate CAS 64920-29-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Ethyl 2-oxo-4-phenylbutyrate Basic informationsynthesis
| Product Name: | Ethyl 2-oxo-4-phenylbutyrate |
| Synonyms: | 4-PHENYL-2-OXOBUTYRIC ACID ETHYL ESTER;2-OXO-4-PHENYLBUTANOIC ACID ETHYL ESTER;2-OXO-4-PHENYLBUTYRIC ACID ETHYL ESTER;BENZYLPYRUVIC ACID ETHYL ESTER;KETO ESTER;ETHYL BENZYLPYRUVATE;ETHYL-2 OXO-4 PHENYL BUTANOATE;ETHYL 2-OXO-4-PHENYLBUTYRATE |
| CAS: | 64920-29-2 |
| MF: | C12H14O3 |
| MW: | 206.24 |
| EINECS: | 265-276-9 |
| Product Categories: | C12 to C63;Carbonyl Compounds;Esters;Aromatics;Intermediates of Sertraline;Pharmaceutical Intermediates;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;(intermediate of lisinopril );1 |
| Mol File: | 64920-29-2.mol |
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Ethyl 2-oxo-4-phenylbutyrate Chemical Properties
| Boiling point | 132 °C/2 mmHg (lit.) |
| density | 1.091 g/mL at 25 °C (lit.) |
| refractive index | n20/D 1.504(lit.) |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| form | Oil |
| color | Colourless |
| BRN | 2725083 |
| InChI | InChI=1S/C12H14O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3 |
| InChIKey | STPXIOGYOLJXMZ-UHFFFAOYSA-N |
| SMILES | C(C1C=CC=CC=1)CC(=O)C(=O)OCC |
| CAS DataBase Reference | 64920-29-2(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 23-24/25-36/37-26 |
| WGK Germany | 3 |
| Storage Class | 10 - Combustible liquids |
Ethyl 2-oxo-4-phenylbutyrate Usage And Synthesis
| synthesis | Potassium tert-butoxide (4.3 g, 38.34 mmol) was added in 1 portion to a solution of the diester (8 g, 25.56 mmol) in toluene (80 mL) at 0 °C. After being stirred at the same temperature for 30 min, the reaction mixture was kept at room temperature overnight. Water (100 mL) was added, the phases were separated, and the aqueous phase was extracted with EtOAc (3 × 100 mL). The combined organic extracts were dried and evaporated. The residue was purifified by flflash chromatography eluting with EtOAc:light petroleum (1:9) to give 5.6 g (78%) of the keto-ester as an orange oil. |
| Chemical Properties | light yellow oily liquid |
| Uses | Ethyl 2-oxo-4-phenylbutyrate may be used in the synthesis of ethyl (R)-2-hydroxy-4-phenylbutyrate, an important chiral precursor for angiotensin-converting enzyme (ACE) inhibitor. |
| General Description | Ethyl 2-oxo-4-phenylbutyrate is an aliphatic α-ketoester. Bioreduction of ethyl 2-oxo-4-phenylbutyrate is reported to yield ethyl (R)-2-hydroxy-4-phenylbutanoate. The effect of ionic liquid on the asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate by Saccharomyces cerevisiae has been reported. Asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate using a bacterial reductase is reported. Enantioselective hydrogenation of ethyl 2-oxo-4-phenylbutyrate using homogeneous Rh-diphosphine and heterogeneous Pt/Al2O3-cinchona catalysts has been reported. |
Ethyl 2-oxo-4-phenylbutyrate Preparation Products And Raw materials
| Preparation Products | Enalapril-->Spirapril-->Benzenebutanoic acid, a-hydroxy-, methyl ester-->N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine-->ETHYL (S)-2-HYDROXY-4-PHENYLBUTYRATE-->Ethyl (R)-2-hydroxy-4-phenylbutyrate |
