Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate

Base Information

• Chemical Name: Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate
• CAS No.: 167637-41-4
• Molecular Formula: C18H24 O3
• Molecular Weight: 288.387
• Mol file: 167637-41-4.mol

Synonyms:5-(4-Methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoic Acid Ethyl Ester;Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate

Chemical Property of Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate

Chemical Property:

• Refractive Index: 1.535
• PSA: 35.53000
• LogP: 4.14300
• Solubility.: Orange Yellow Oily Residue

Purity/Quality:

97% ^*data from raw suppliers

Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate for the synthesis of analogs of retinoid lactone An intermediate for the synthesis of analogs of retinoid lactone.

Technology Process of Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate

There total 4 articles about Ethyl-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate 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: 83.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-(4'-methoxy-2',3',6'-trimethylphenyl)-but-3-ene-2-one (54757-47-0) → ethyl 3-methyl-5-(4'-methoxy-2',3',6'-trimethylphenyl)-2,4-pentadienoate (167637-41-4)

Guidance literature:

DOI:10.1023/A:1016250129246

Reference yield:

2,3,5-trimethylanisole (20469-61-8) → ethyl 3-methyl-5-(4'-methoxy-2',3',6'-trimethylphenyl)-2,4-pentadienoate (167637-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / SnCl₄

2: 100 percent

3: 83 percent

With tin(IV) chloride; 1: Formylation / 2: Condensation / 3: Wittig-Horner condensation;

DOI:10.1023/A:1016250129246

Reference yield:

2,3,5-trimethylphenol (697-82-5) → ethyl 3-methyl-5-(4'-methoxy-2',3',6'-trimethylphenyl)-2,4-pentadienoate (167637-41-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / base

2: 95 percent / SnCl₄

3: 100 percent

4: 83 percent

With tin(IV) chloride; 1: Methylation / 2: Formylation / 3: Condensation / 4: Wittig-Horner condensation;

DOI:10.1023/A:1016250129246

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

4-(4'-methoxy-2',3',6'-trimethylphenyl)-but-3-ene-2-one

2,3,5-trimethylanisole

2,3,5-trimethylphenol

Downstream raw materials:

cis,cis-5-(4'-methoxy-2',3',6'-trimethylphenyl)-3-methylpenta-2,4-dienal

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2(E),4(E)-pentadien-1-al

5-(4'-methoxy-2',3',6'-trimethylphenyl)-3-methylpenta-2,4-dienol