ETHYL PICOLINOYLACETATE Chemical Properties

Boiling point:

100-104 °C (0.3 mmHg)

Density 

1.164

refractive index 

1.516-1.519

Flash point:

121℃

storage temp. 

Inert atmosphere,Room Temperature

pka

9.37±0.46(Predicted)

form 

Liquid

color 

Clear straw-yellow to brown

Sensitive 

Light Sensitive

CAS DataBase Reference

26510-52-1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

24/25-22-26

Hazard Note 

Irritant

HS Code 

29333990

MSDS

• Language:English Provider:ACROS

ETHYL PICOLINOYLACETATE Usage And Synthesis

Chemical Properties

Clear straw-yellow to brown liquid

Synthesis

In a 22 L three-necked flask equipped with a reflux condenser tube, a nitrogen introduction tube and a mechanical stirrer, sodium ethoxide (360 g, 5.29 mol), toluene (4 L), ethanol (18 mL, 0.265 mol) and ethyl acetate (1.04 L, 10.6 mol) were added sequentially and stirring was initiated. After stirring for 1 h, the reaction mixture was warmed up to 26 °C. Subsequently, ethyl 2-pyridinecarboxylate (Fluka; 400 g, 2.65 mol) was added to the reaction system and the mixture was heated to reflux (90 °C) and maintained for 18 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with toluene (8 L) and subsequently washed with deionized water (6 L) and partitioned. The aqueous layer was adjusted to pH 5 with glacial acetic acid and extracted with ethyl acetate (2 x 4 L). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 466 g (91% yield) of the target product ethyl 3-oxo-3-(2-pyridinyl)propionate as a dark-colored oil, with a purity of 93% by HPLC analysis. Mass spectrum (ES+) m/e: 194 ([M+H]+).

References

[1] Patent: WO2005/92894, 2005, A1. Location in patent: Page/Page column 22
[2] Asian Journal of Chemistry, 2015, vol. 27, # 5, p. 1667 - 1670
[3] Patent: US2007/203154, 2007, A1. Location in patent: Page/Page column 54-55
[4] Helvetica Chimica Acta, 1955, vol. 38, p. 1289
[5] Journal of the American Chemical Society, 1948, vol. 70, p. 2755,2757

ETHYL PICOLINOYLACETATE(26510-52-1)Related Product Information

• ethyl 3-(5-bromopyridin-2-yl)-3-oxopropanoate
• ETHYL 6-ETHOXY-4-OXO-3,4-DIHYDRO-1,5-NAPHTHYRIDINE-3-CARBOXYLATE
• ETHYL PICOLINOYLACETATE
• ETHYL 3-(6-BROMOPYRIDIN-2-YL)-3-OXOPROPANOATE
• ETHYL 3-[1,6]NAPHTHYRIDIN-2-YL-3-OXO-PROPIONATE