Ethyl trans-3-ethoxycinnamate

Base Information

• Chemical Name: Ethyl trans-3-ethoxycinnamate
• CAS No.: 24393-57-5
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• DSSTox Substance ID: DTXSID701267272
• Nikkaji Number: J2.754.184D
• Mol file: 24393-57-5.mol

Synonyms:Ethyl trans-3-ethoxycinnamate;57293-23-9;Ethyl 3-(3-ethoxyphenyl)acrylate;24393-57-5;Ethyl 3-(3-ethoxyphenyl)prop-2-enoate;starbld0003777;ethyl (E)-3-(3-ethoxyphenyl)prop-2-enoate;ethyl (2E)-3-(3-ethoxyphenyl)prop-2-enoate;ETHYL-3-ETHOXYCINNAMATE;SCHEMBL9599969;DTXSID701267272;Ethyl trans-3-ethoxycinnamate, 97%;AKOS015916268;3-Ethoxybenzeneacrylic acid ethyl ester;Ethyl (2E)-3-(3-ethoxyphenyl)-2-propenoate;EN300-1453840

Chemical Property of Ethyl trans-3-ethoxycinnamate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=CC(=C1)C=CC(=O)OCC
• Isomeric SMILES: CCOC1=CC=CC(=C1)/C=C/C(=O)OCC

Technology Process of Ethyl trans-3-ethoxycinnamate

There total 4 articles about Ethyl trans-3-ethoxycinnamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-ethoxybenzaldehyde (22924-15-8) → 3-(3-ethoxy-phenyl)-acrylic acid ethyl ester (24393-57-5)

Guidance literature:

3-ethoxybenzaldehyde; With sodium ethanolate; In toluene; at 25 ℃; for 0.25h; Inert atmosphere;

diethoxyphosphoryl-acetic acid ethyl ester; In toluene; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tet.2008.12.036

Reference yield:

(E)-3-ethoxycinnamic acid (103986-73-8) → 3-(3-ethoxy-phenyl)-acrylic acid ethyl ester (24393-57-5)

Guidance literature:

With ethanol; sulfuric acid;

DOI:10.1039/jr9580004064

Reference yield:

ethanol (64-17-5) + malonic acid (141-82-2) + 3-ethoxybenzaldehyde (22924-15-8) → 3-(3-ethoxy-phenyl)-acrylic acid ethyl ester (24393-57-5)

Guidance literature:

With piperidine; sulfuric acid; Yield given. Multistep reaction; 1) pyridine;

DOI:10.1016/0223-5234(88)90167-5

upstream raw materials:

(E)-3-ethoxycinnamic acid

ethanol

malonic acid

3-ethoxybenzaldehyde

Downstream raw materials:

5-(3-ethoxy-benzyl)-2-methylsulfanyl-1H-pyrimidin-4-one

5-(3-ethoxy-benzyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-ethoxybenzyl)-4-pyrimidone dihydrochloride

3-(3-ethoxy-phenyl)-propionic acid ethyl ester