Ethyl 4-Hydroxyhydrocinnamate Chemical Properties

Melting point:

40 °C

Boiling point:

140 °C(Press: 0.2 Torr)

Density 

1.108

storage temp. 

Inert atmosphere,Room Temperature

form 

low melting solid / colourless liquid

pka

9.99±0.15(Predicted)

color 

White

CAS DataBase Reference

23795-02-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

Hazard Note 

Irritant

HS Code 

2916399090

Ethyl 4-Hydroxyhydrocinnamate Usage And Synthesis

Synthesis

GENERAL METHODS: Ethanol (1.0 mL) was added to a suspension of 3-(4-hydroxyphenyl)propanoic acid (0.05 mmol) and trimethylchlorosilane (TMCS, 0.1 mmol), and the reaction mixture was stirred at 25 °C for 24 h. The reaction was completed by evaporation of the solvent. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure to afford ethyl 3-(4-hydroxyphenyl)propionate (1b) in quantitative yield without further purification. The product was an oil; 1H NMR (400 MHz, CDCl3): δ 1.13 (3H, m, CH3), 2.82 (2H, m, CH2), 2.88 (2H, m, CH2), 4.00 (2H, m, OCH2), 6.75 (2H, m, Ph-H), 7.06 (2H, m, Ph-H); 13C NMR (50 MHz, CDCl3): δ 14.20 (CH3), 30.12 (CH2), 35.10 (CH2), 60.10 (CH2), 115.45 (2CH), 129.48 (2CH), 131.75 (C), 155.43 (C), 172.10 (CO); MS (EI): m/z 266; elemental analysis: Calculated values C, 68.02; H, 7.27; O, 24.71, measured values C, 68.0; H, 7.26; O, 24.68.

References

[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 5345 - 5351
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1495 - 1503
[3] Tetrahedron Letters, 2010, vol. 51, # 44, p. 5753 - 5756
[4] Molecules, 2018, vol. 23, # 2,
[5] Patent: US2010/298422, 2010, A1. Location in patent: Page/Page column 18

Ethyl 4-Hydroxyhydrocinnamate(23795-02-0)Related Product Information

• ISOXADIFEN-ETHYL
• Ethanol
• Ethyl cyanoacetate
• Ethylparaben
• Ethyl formate
• 4'-Hydroxypropiophenone
• Ethyl propionate
• Ethyl levulinate
• 2-(4-HYDROXYPHENYL)PROPIONIC ACID
• Ethyl acetate
• 3'-Hydroxypropiophenone
• Ethyl oleate
• L(+)-Lactic acid
• 3-(4-Hydroxyphenyl)propionic acid
• Ethyl acrylate
• Ethyl pyruvate
• Ethyl glycolate
• 4-Hydroxybenzaldehyde