| Identification | More | [Name]
3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER | [CAS]
106263-53-0 | [Synonyms]
ETHYL (4-TRIFLUOROMETHYLBENZOYL)ACETATE
Ethyl 2-[4-(TrifluoroMethyl)benzoyl]acetate
Ethyl 3-(4-trifluoromethylphenyl)-3-oxopropionate
ETHYL 3-(4-TRIFLUOROMETHYL-PHENYL)-3-OXOPROPANOATE
ethyl β-oxo-4-(trifluoromethyl)-benzenepropanoic acid
3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER
3-Oxo-3-(4-trifluoromethylphenyl)propanoic acid ethyl ester
beta-Oxo-4-(trifluoromethyl)benzenepropanoic acid ethyl ester
Benzenepropanoic acid, β-oxo-4-(trifluoromethyl)-, ethyl ester
? Benzenepropanoic acid, β-oxo-4-(trifluoromethyl)-, ethyl ester | [Molecular Formula]
C12H11F3O3 | [MDL Number]
MFCD03424818 | [Molecular Weight]
260.21 | [MOL File]
106263-53-0.mol |
| Hazard Information | Back Directory | [Uses]
Reactant for:
- In-catalyzed cycloisomerization
- Chiral Lewis base-catalyzed stereoselective reduction with trichlorosilane and water
- Guanidine-catalyzed enantioselective Michael reactions
- Transesterification reactions
- Intermolecular coupling reactions
| [Synthesis]
To a stirred 30 mL microwave vial was added a solution of aryl or heteroaryl halides (Br, I) (0.5 mmol) and monoethyl malonate potassium salt (0.75 mmol) in THF (10 mL). Pd(OAc)2 (5 mol%), Xantphos (5 mol%), MgCl2 (0.75 mmol), Et3N (0.75 mmol), imidazole (1 mmol), and Co2(CO)8 (0.15 mmol) were then added sequentially. The vials were immediately sealed and subjected to microwave irradiation at 90 °C for 30 min. After completion of the reaction, the mixture was concentrated and diluted with ethyl acetate and water. The organic layer (ethyl acetate layer) was separated, dried over anhydrous sodium sulfate and then concentrated. The crude product was purified by column chromatography to afford the target compound ethyl 4-trifluoromethylbenzoylacetate. | [References]
[1] Tetrahedron Letters, 2014, vol. 55, # 25, p. 3525 - 3528 |
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