ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE

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Products Intro: Product Name:(E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate
CAS:6935-44-0
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Products Intro: Product Name:Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate
CAS:6935-44-0
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ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE Basic information
Product Name:ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE
Synonyms:AKOS UB-20070;methyl (E)-2-cyano-3-(4-hydroxyphenyl)acrylate;ETHYL 2-CYANO-3-(4-HYDROXYPHENYL)ACRYLATE;ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE;RARECHEM AK ML 0354;ethyl (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate;Ethyl 2-cyano-3-(4-hydroxyphenyl)prop-2-enoate, 4-(2-Cyano-3-ethoxy-3-oxoprop-1-en-1-yl)phenol;(E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate
CAS:6935-44-0
MF:C12H11NO3
MW:217.22
EINECS:
Product Categories:
Mol File:6935-44-0.mol
ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE Structure
ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE Chemical Properties
Melting point 180-182°C
Boiling point 381.8±32.0 °C(Predicted)
density 1.241±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form Solid
pka7.42±0.15(Predicted)
AppearanceLight yellow to yellow Solid
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2916120090
MSDS Information
ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE Usage And Synthesis
Chemical PropertiesLight-yellow crystalline powder
Synthesis
4-Hydroxybenzaldehyde

123-08-0

Ethyl cyanoacetate

105-56-6

2-Propenoic acid, 2-cyano-3-(4-hydroxyphenyl)-, ethyl ester, (2E)-

42205-38-9

GENERAL METHODS: 5 mmol of p-hydroxybenzaldehyde was added to a round-bottomed flask with 5 mmol of ethyl cyanoacetate, 25 mg of polymer-loaded catalyst (0.5 mol% substrate) and 5 mL of anhydrous ethanol, and the reaction was stirred at room temperature. The reaction process was monitored by silica gel thin layer chromatography (TLC) with hexane-ethyl acetate (10:1) as eluent. Upon completion of the reaction, the reaction mixture was filtered using filter paper and the catalyst on the filter paper was washed several times with ethanol. The washings and filtrates were combined and the product was isolated after concentration under reduced pressure. Typically, the products were of high purity and did not require further purification. All the products were reported in literature and characterized by melting point determination, Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance hydrogen spectroscopy (1H NMR).

References[1] Tetrahedron Letters, 2014, vol. 55, # 15, p. 2352 - 2354
[2] Synlett, 2016, vol. 27, # 9, p. 1433 - 1437
[3] Tetrahedron, 2000, vol. 56, # 47, p. 9357 - 9364
[4] Synthetic Communications, 2003, vol. 33, # 5, p. 783 - 788
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 3, p. 390 - 393
ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE Preparation Products And Raw materials
Raw materials4-Hydroxybenzaldehyde-->Ethyl cyanoacetate-->Ethanol
Tag:ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE(6935-44-0) Related Product Information
CDC ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE ISOBUTYL ALPHA-CYANO-3,4-METHYLENEDIOXYCINNAMATE ETHYL-ALPHA-CYANO-4-HYDROXYCINNAMATE 2-(1-THIENYL)ETHYL 3,4-DIHYDROXYBENZYLIDENECYANOACETATE 2-(1-THIENYL)ETHYL-3,4-DIHYDROXYBENZYLIDENE-CYANOACETATE ETHYL 2-CYANO-3-(4-METHOXYPHENYL)ACRYLATE AKOS BBS-00008191 AURORA 7422 ETHYL 3-(4-((4'-NITROBENZYLOXY)PHENYL)PROP-2-ENOATE-2-NITRILE AURORA 9319 AURORA 11192 AKOS USSH-4110295 AURORA 5353 AURORA 5599 AURORA 6380 RARECHEM AL BR 0257 RARECHEM AL BR 0238

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