(4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate

Base Information

• Chemical Name: (4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate
• CAS No.: 1223582-71-5
• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.381
• Mol file: 1223582-71-5.mol

Synonyms:

Chemical Property of (4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate

There total 1 articles about (4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate 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: 60.0%

(2E,4E)-5-(2-methoxyphenyl)penta-2,4-dienal (115754-60-4) + diethyl malonate (105-53-3) → (4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate (1223582-71-5)

Guidance literature:

With piperidine; benzoic acid; In benzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2010.02.013

Reference yield:

(4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate (1223582-71-5) + trimethylsulphonium iodide (2181-42-2) + methyl iodide (74-88-4) → (4Z,6E)-ethyl 2-ethoxycarbonyl-2-methyl-3-methylene-7-(2-methoxyphenyl)-4,6-heptadienoate + (4E,6E)-ethyl 2-ethoxycarbonyl-2-methyl-3-methylene-7-(2-methoxyphenyl)-4,6-heptadienoate (1223582-75-9)

Guidance literature:

trimethylsulphonium iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -10 ℃; for 0.25h; Inert atmosphere;

(4E,6E)-ethyl 2-ethoxycarbonyl-7-(2-methoxyphenyl)-2,4,6-heptatrienoate; In tetrahydrofuran; hexane; at -10 - 20 ℃; for 1.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at 0 - 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2010.02.013

upstream raw materials:

(2E,4E)-5-(2-methoxyphenyl)penta-2,4-dienal

diethyl malonate

Downstream raw materials:

(4E,6E)-ethyl 2-ethoxycarbonyl-2-methyl-3-methylene-7-(2-methoxyphenyl)-4,6-heptadienoate