Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate

Base Information

• Chemical Name: Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate
• CAS No.: 127427-28-5
• Molecular Formula: C13H14O4
• Molecular Weight: 234.252
• DSSTox Substance ID: DTXSID20696489
• Mol file: 127427-28-5.mol

Synonyms:Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate;127427-28-5;(E)-ETHYL 4-(4-METHOXYPHENYL)-4-OXOBUT-2-ENOATE;DTXSID20696489

Chemical Property of Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate

Chemical Property:

• Vapor Pressure: 2.6E-05mmHg at 25°C
• Boiling Point: 358.2oC at 760 mmHg
• Flash Point: 158.1oC
• PSA: 52.60000
• Density: 1.125g/cm3
• LogP: 1.99720
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 234.08920892
• Heavy Atom Count: 17
• Complexity: 288

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC(=O)C1=CC=C(C=C1)OC

Technology Process of Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate

There total 15 articles about Ethyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate 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: 93.0%

p-methoxyphenylglyoxal (1076-95-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → trans-ethyl-4-(4-methoxyphenyl)-4-oxobut-2-enoate (127427-28-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2008.10.058

Reference yield: 83.0%

diethyl (2R,3R)-tartrate (87-91-2) + (4-methoxyphenacylidene)triphenyl phosphorane (1777-55-5) → trans-ethyl-4-(4-methoxyphenyl)-4-oxobut-2-enoate (127427-28-5)

Guidance literature:

diethyl (2R,3R)-tartrate; With periodic acid; In diethyl ether; at 20 - 25 ℃; for 3h;

(4-methoxyphenacylidene)triphenyl phosphorane; In tetrahydrofuran; diethyl ether; at 0 - 25 ℃; for 16h;

DOI:10.1016/j.tetasy.2017.01.002

Reference yield: 63.0%

maleic anhydride (108-31-6) + diethyl sulfate (64-67-5) + methoxybenzene (100-66-3) → trans-ethyl-4-(4-methoxyphenyl)-4-oxobut-2-enoate (127427-28-5)

Guidance literature:

With aluminium trichloride; In chlorobenzene; at 10 - 15 ℃; for 1h;

DOI:10.1246/cl.2006.22

upstream raw materials:

glyoxylic acid ethyl ester

(4-methoxyphenacylidene)triphenyl phosphorane

(2-(4-methoxyphenyl)-2-oxoethyl)triphenylphosphonium bromide

ethanol

Downstream raw materials:

3-(4-methoxybenzoyl)acrylic acid

2,3-dibromo-4-(4-methoxyphenyl)-4-oxobutanoic acid

2-hydroxy-4-(4-methoxy-phenyl)-4-oxo-butyric acid

3-ethyl-6-(4-methoxyphenyl)-2-oxo-3-phenyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine-4-carboxylic acid ethyl ester