3,4-DiMethyl-5-propyl-2-furanundecanoic Acid

Base Information

• Chemical Name: 3,4-DiMethyl-5-propyl-2-furanundecanoic Acid
• CAS No.: 57818-41-4
• Molecular Formula: C20H34O3
• Molecular Weight: 322.488
• Mol file: 57818-41-4.mol

Synonyms:2-Furanundecanoic acid,3,4-dimethyl-5-propyl;

Chemical Property of 3,4-DiMethyl-5-propyl-2-furanundecanoic Acid

Chemical Property:

• PSA: 50.44000
• LogP: 5.98690

Purity/Quality:

3,4-Dimethyl-5-propyl-2-furanundecanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,4-Dimethyl-5-propyl-2-furanundecanoic acid is also known as F4 furan fatty acid. Furan fatty acids are generated in large amounts in algae and fish, but they are also produced by plants and microorganisms. Furan fatty acids are known to exhibit radical-scavenging ability and anti-inflammatory properties.

Technology Process of 3,4-DiMethyl-5-propyl-2-furanundecanoic Acid

There total 7 articles about 3,4-DiMethyl-5-propyl-2-furanundecanoic Acid 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 11-(5-propylfuran-2-yl)undecanoic acid (68532-48-9) → 11-(3,4-dimethyl-5-propyl furan-2-yl)undecanoic acid (57818-41-4)

Guidance literature:

formaldehyd; 11-(5-propylfuran-2-yl)undecanoic acid; With hydrogen bromide; acetic acid; at 15 - 20 ℃; for 3h;

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; water; for 3h; under 879.175 Torr;

Reference yield:

(±)-methyl tridec-12-en-1-yn-3-yl carbonate → 11-(3,4-dimethyl-5-propyl furan-2-yl)undecanoic acid (57818-41-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,2-bis-(diphenylphosphino)ethane / tetrahydrofuran / 50 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

3.1: triphenylphosphine; iodine; 1H-imidazole / acetonitrile; diethyl ether / 1 h / 0 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / Inert atmosphere; Reflux

5.2: 2 h

With 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; lithium aluminium tetrahydride; Hoveyda-Grubbs catalyst second generation; iodine; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1002/ejoc.202000234

Reference yield:

ethyl 5-(dec-9-en-1-yl)-4-methyl-2-propylfuran-3-carboxylate → 11-(3,4-dimethyl-5-propyl furan-2-yl)undecanoic acid (57818-41-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

2.1: triphenylphosphine; iodine; 1H-imidazole / acetonitrile; diethyl ether / 1 h / 0 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / Inert atmosphere; Reflux

4.2: 2 h

With 1H-imidazole; lithium aluminium tetrahydride; Hoveyda-Grubbs catalyst second generation; iodine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1002/ejoc.202000234

upstream raw materials:

formaldehyd

11-(5-propylfuran-2-yl)undecanoic acid

benzylacrylate

Refernces

• 1、 -. "PREPARATION OF FURAN FATTY ACIDS FROM 5-(CHLOROMETHYL)FURFURAL". Paragraph 0087. . Retrieved 2017/04/11.