2,6-Heptadienoic acid, 3-methyl-, methyl ester, (E)-

Base Information

• Chemical Name: 2,6-Heptadienoic acid, 3-methyl-, methyl ester, (E)-
• CAS No.: 53813-56-2
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 53813-56-2.mol

Synonyms:

Chemical Property of 2,6-Heptadienoic acid, 3-methyl-, methyl ester, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-Heptadienoic acid, 3-methyl-, methyl ester, (E)-

There total 6 articles about 2,6-Heptadienoic acid, 3-methyl-, methyl ester, (E)- 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:

methanol (67-56-1) + (E)-3-Methyl-hepta-2,6-dienoyl chloride (104923-39-9,105086-68-8) → methyl (Z)-3-methyl-2,6-heptadienoate (53813-57-3,62185-61-9) + methyl (E)-3-methyl-2,6-heptadienoate (53813-56-2,62185-61-9) + methyl 3-methylenehept-6-enoate (111690-43-8) + (E)-3-Methyl-hepta-3,6-dienoic acid methyl ester (42739-16-2,42739-18-4)

Guidance literature:

With triethylamine; In benzene; at 0 ℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00233a020

Reference yield:

5-Hexen-2-one (109-49-9) + trimethyl phosphonoacetate (5927-18-4) → methyl (Z)-3-methyl-2,6-heptadienoate (53813-57-3,62185-61-9) + methyl (E)-3-methyl-2,6-heptadienoate (53813-56-2,62185-61-9)

Guidance literature:

trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

5-Hexen-2-one; In tetrahydrofuran; Further stages.; Heating;

DOI:10.1016/j.tet.2003.12.057

Reference yield:

5-Hexen-2-one (109-49-9) → methyl (E)-3-methyl-2,6-heptadienoate (53813-56-2,62185-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DME, 25 deg C, 2.) DME, reflux, 30 min

2: aq. Ba(OH)2 / Heating

3: oxalyl chloride / benzene / 0.5 h / 78 °C

4: Et₃N / benzene / 1 h / 0 °C

With barium dihydroxide; oxalyl dichloride; sodium hydride; triethylamine; In benzene;

DOI:10.1021/jo00233a020

upstream raw materials:

diazomethane

3-Methylbutenoic acid

allyl bromide

methanol