cis-ethyl 3,7-dimethyl-2-octenoate

Base Information

• Chemical Name: cis-ethyl 3,7-dimethyl-2-octenoate
• CAS No.: 81419-52-5
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.305
• Mol file: 81419-52-5.mol

Synonyms:

Chemical Property of cis-ethyl 3,7-dimethyl-2-octenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-ethyl 3,7-dimethyl-2-octenoate

There total 5 articles about cis-ethyl 3,7-dimethyl-2-octenoate 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:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 6-methylheptan-2-one (928-68-7) → cis-ethyl 3,7-dimethyl-2-octenoate (81419-52-5) + trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

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

6-methylheptan-2-one; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18.25h;

DOI:10.1021/acs.joc.6b01759

Reference yield:

i-pentyl bromide (107-82-4) → cis-ethyl 3,7-dimethyl-2-octenoate (81419-52-5) + trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 20 h / Reflux

2.1: potassium hydroxide / ethanol; water / 3 h / Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 20 h / -78 °C

With n-butyllithium; potassium carbonate; diisopropylamine; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; water; acetone;

DOI:10.1002/anie.201711142

Reference yield:

ethyl 2-acetyl-5-methylhexanoate (1522-30-1) → cis-ethyl 3,7-dimethyl-2-octenoate (81419-52-5) + trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / ethanol; water / 3 h / Reflux

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 20 h / -78 °C

With n-butyllithium; diisopropylamine; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; water;

DOI:10.1002/anie.201711142

upstream raw materials:

6-methylheptan-2-one

diethoxyphosphoryl-acetic acid ethyl ester

i-pentyl bromide

ethyl 2-acetyl-5-methylhexanoate