Ethyl trans-4-hydroxycinnamate

Ethyl trans-4-hydroxycinnamate - Names and Identifiers

Name	p-Coumaric acid ethyl ester
Synonyms	p-Coumaric acid ethyl ester Ethyl (E)-p-hydroxycinnamate Ethyl trans-4-hydroxycinnamate (E)-Ethyl 3-(4-hydroxyphenyl)acrylate trans-p-Hydroxycinnamic acid ethyl ester 2-Propenoic acid, 3-(4-hydroxyphenyl)-, ethyl ester, (2E)-
CAS	7362-39-2

Ethyl trans-4-hydroxycinnamate - Physico-chemical Properties

Molecular Formula	C11H12O3
Molar Mass	192.21
Melting Point	83℃
Boling Point	175-184℃
Storage Condition	2-8°C

Ethyl trans-4-hydroxycinnamate - Reference Information

preparation

ethyl p-coumarate was prepared as follows: 15mmol of the acetate ester phosphinate and 10mmol of the corresponding aromatic aldehyde were dissolved in 50ml of absolute ethanol, and the reaction was stirred under reflux at 90 ° C. For 4 hours. After the solvent was distilled off under reduced pressure, an appropriate amount of ethyl acetate-petroleum ether mixture was added to the residue to complete the precipitation of triphenylphosphine oxide. The precipitate was filtered off, the filtrate was evaporated under reduced pressure to remove the solvent, and the remainder was subjected to column chromatography, and eluted with petroleum ether-ethyl acetate (10:1,v/v) to obtain the target compound ethyl p-coumarate. White rod-like crystals, yield 78%,m. P. 74-75 ℃.1HNMR(500MHz,CDCl3,TMS)δ:7.64(d,J = 16.0Hz,1H),7.41(d,J = 8.6Hz,2H),6.87(d,J = 8.6Hz,2H),6.52(s,1H,OH),6.30(d,J = 16.0Hz,1H),4.27(q,J = 7.1Hz,2H),1.34(t,J = 7.1Hz,3H);ESI-MSm/z:193[M + H]+.

biological activity

p-Coumaric Acid Ethyl Ester (Ethyl (E)-p-hydroxycinnamate; Ethyl trans-4-hydroxycinnamate) is the ethyl ester form of p-Coumaric acid. p-Coumaric Acid can be used in the study of autoimmune inflammatory diseases (such as rheumatoid arthritis), is an immunosuppressive agent.

Last Update：2024-04-09 20:48:19