(2,5-Dimethylfuran-3-yl)-acetic acid

Base Information

• Chemical Name: (2,5-Dimethylfuran-3-yl)-acetic acid
• CAS No.: 100909-95-3
• Molecular Formula: C8H10O3
• Molecular Weight: 154.16
• Mol file: 100909-95-3.mol

Synonyms:(2,5-Dimethyl-[3]furyl)-essigsaeure;(2,5-dimethyl-[3]furyl)-acetic acid;2,5-dimethyl-3-furylacetic acid;

Chemical Property of (2,5-Dimethylfuran-3-yl)-acetic acid

Chemical Property:

• PSA: 50.44000
• LogP: 1.52350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2,5-Dimethylfuran-3-yl)-acetic acid

There total 8 articles about (2,5-Dimethylfuran-3-yl)-acetic 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: 98.0%

methyl 2-(2,5-dimethylfuran-3-yl)acetate (318511-81-8) → 2-(2,5-dimethylfuran-3-yl)acetic acid (100909-95-3)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201800219

Reference yield: 88.0%

3-(dicarbethoxymethyl)-2,5-dimethylfuran (100909-91-9) → 2-(2,5-dimethylfuran-3-yl)acetic acid (100909-95-3)

Guidance literature:

With sodium carbonate; In methanol; water; for 12h; Heating;

DOI:10.1021/jo00362a032

Reference yield:

tert-butyl 2-acetyl-4-oxopentanoate (318511-70-5) → 2-(2,5-dimethylfuran-3-yl)acetic acid (100909-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

1.2: 88 percent / tetrahydrofuran / 0 - 20 °C

2.1: 71 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

3.1: 55 percent / PLE / aq. phosphate buffer / pH 7.8

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; phosphate buffer; dichloromethane; 1.1: deprotonation / 1.2: Alkylation / 2.1: Cyclization / 3.1: Hydrolysis;

DOI:10.1021/ol0063205

upstream raw materials:

3-(dicarbethoxymethyl)-2,5-dimethylfuran

methyl 2-(2,5-dimethylfuran-3-yl)acetate

tert-butyl 2-acetyl-4-oxopentanoate

methyl 3-acetyl-3-tert-butyloxycarbonyl-5-oxo-hexanoate