(2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester

Base Information

• Chemical Name: (2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester
• CAS No.: 90107-62-3
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 90107-62-3.mol

Synonyms:Ethyl (2E,4E)-4-methylhexa-2,4-dienoate;2,4-Hexadienoic acid, 4-methyl-, ethyl ester, (E,E)-;(2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester;

Chemical Property of (2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester

Chemical Property:

• PSA: 26.30000
• LogP: 2.07190
• Solubility.: Dichloromethane

Purity/Quality:

(2E,4E)-4-Methyl-2,4-hexadienoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester is a reactant used in the preparation of Quassin (Q509400), Stigmatellin A (S686780).

Technology Process of (2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester

There total 9 articles about (2E,4E)-4-Methyl-2,4-hexadienoic Acid Ethyl Ester 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: 98.0%

(Z)-2-methyl-2-butenal (6038-09-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (2E,4E)-4-methylhexa-2,4-dienoate (149400-42-0,90107-62-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 312h;

DOI:10.1021/ol403441c

Reference yield: 98.0%

2-methylbut-2-enal (497-03-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (2E,4E)-4-methylhexa-2,4-dienoate (149400-42-0,90107-62-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 312h;

DOI:10.1039/c2ob26185e

Reference yield: 97.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 2-methylbut-2-enal (497-03-0) → ethyl (2E,4E)-4-methylhexa-2,4-dienoate (149400-42-0,90107-62-3)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-methylbut-2-enal; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01348

upstream raw materials:

4-methylhexa-2,4-dienoic acid

ethanol

diethoxyphosphoryl-acetic acid ethyl ester

2-methylbut-2-enal

Downstream raw materials:

Toluene-4-sulfonic acid (Z)-4-methyl-hex-3-enyl ester

(5R,6S)-6-((E)-(S)-1-Hydroxy-4-methyl-hexa-3,5-dienyl)-5-isopropenyl-2,6-dimethyl-cyclohex-2-enone

Acetic acid (E)-(S)-1-((1S,6R)-6-isopropenyl-1,3-dimethyl-2-oxo-cyclohex-3-enyl)-4-methyl-hexa-3,5-dienyl ester

(2E,4E)-ethyl 7-hydroxy-4-methyl-7-phenylhepta-2,4-dienoate

Refernces

• 1、 Artok, Levent,Bilgi, Yasemin,Ku?, Melih. "Palladium-catalysed regio- And stereoselective arylative substitution of γ,δ-epoxy-α,β-unsaturated esters and amides by sodium tetraaryl borates". supporting information. p. 6378 - 6383. Retrieved 2020/09/07.
• 2、 Ramful, Chandika D.,Konway, Zachary E.,Boudreau, Stephanie,Areephong, Jetsuda,Robertson, Katherine N.,Ylijoki, Kai E.O.. "Confirmation of the pentadienyl/alkyne [5 + 2] cycloaddition reactivity of the Cp*Co(η5-1,2,5-trimethylpentadienyl)+complex". . p. 166 - 171. Retrieved 2016/10/26.