3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER Chemical Properties

Boiling point:

248-249 °C(lit.)

Density 

1.270 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4880(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

pka

9.09±0.25(Predicted)

form 

liquid

color 

Light yellow

CAS DataBase Reference

106263-53-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

F

WGK Germany 

3

HS Code 

2918300090

MSDS

• Language:English Provider:SigmaAldrich

3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER Usage And Synthesis

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

3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER(106263-53-0)Related Product Information

• 3-OXO-3-(3-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER
• 3-OXO-3-(3-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER
• 3-OXO-3-(2-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER
• AURORA 17783
• 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER
• 3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID ETHYL ESTER
• 2-METHOXYBENZYLHYDRAZINE DIHYDROCHLORIDE
• 3-OXO-3-(4-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID ETHYL ESTER
• ETHYL 2-BROMO-3-(4-TRIFLUOROMETHYLPHENYL)-3-OXO-PROPANOATE