3-Acetyl-5,5-dimethyl-2,4(3H,5H)-furandione

Base Information

• Chemical Name: 3-Acetyl-5,5-dimethyl-2,4(3H,5H)-furandione
• CAS No.: 22884-84-0
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.165
• Mol file: 22884-84-0.mol

Synonyms:

Chemical Property of 3-Acetyl-5,5-dimethyl-2,4(3H,5H)-furandione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Acetyl-5,5-dimethyl-2,4(3H,5H)-furandione

There total 6 articles about 3-Acetyl-5,5-dimethyl-2,4(3H,5H)-furandione 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: 41.0%

ethyl 4-hydroxy-4-methyl-3-oxopentanoate (1402731-34-3) + acetic anhydride (108-24-7) → 3-acetyl-5,5-dimethyldihydrofuran-2,4-dione (22884-84-0) + ethyl 4-acetoxy-4-methyl-3-oxopentanoate (1402731-36-5)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.201200207

Reference yield: 30.0%

ethyl 4-hydroxy-4-methyl-3-oxopentanoate (1402731-34-3) + acetyl chloride (75-36-5) → 3-acetyl-5,5-dimethyldihydrofuran-2,4-dione (22884-84-0)

Guidance literature:

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201200207

Reference yield:

1'-methoxycarbonyl-1'-methylethyl 3-oxobutanoate (110451-07-5) → 3-acetyl-5,5-dimethyldihydrofuran-2,4-dione (22884-84-0)

Guidance literature:

With sodium; toluene;

DOI:10.1039/jr9540000854

upstream raw materials:

5,5-dimethyl-2,3,4,5-tetrahydro-2,4-furandione

acetyl chloride

1'-methoxycarbonyl-1'-methylethyl 3-oxobutanoate

4-acetoxy-5,5-dimethyl-5H-furan-2-one

Refernces

• 1、 -. "Methods of inhibiting the advanced glycosylation of proteins using tetramic and tetronic acids and compositions therefor". . . Retrieved 2008/06/13.