methyl 2,5-dimethyl-3-oxohexanoate

Base Information

• Chemical Name: methyl 2,5-dimethyl-3-oxohexanoate
• CAS No.: 172659-42-6
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.224
• Mol file: 172659-42-6.mol

Synonyms:methyl 2,5-dimethyl-3-oxohexanoate

Chemical Property of methyl 2,5-dimethyl-3-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,5-dimethyl-3-oxohexanoate

There total 2 articles about methyl 2,5-dimethyl-3-oxohexanoate 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: 73.0%

propanoic acid methyl ester (554-12-1) + isopentanoyl chloride (108-12-3) → methyl 2-methyl-3-oxopentanoate (17422-12-7) + methyl 2,5-dimethyl-3-oxohexanoate (172659-42-6)

Guidance literature:

propanoic acid methyl ester; isopentanoyl chloride; With 1,2-dimethyl-1H-imidazole; In dichloromethane; at -45 ℃; for 0.166667h;

With tributyl-amine; titanium tetrachloride; In dichloromethane; at -45 ℃; for 0.5h;

DOI:10.1021/ja043833o

Reference yield:

methyl 5-methyl-3-oxohexanoate (30414-55-2) + methyl iodide (74-88-4) → methyl 2,5-dimethyl-3-oxohexanoate (172659-42-6)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 1h; Heating;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<979::AID-EJOC979>3.0.CO;2-C

Reference yield: 25.0%

methyl 2,5-dimethyl-3-oxohexanoate (172659-42-6) + p-toluenesulfonylanhydride (4124-41-8) → (Z)-2,5-dimethyl-3-(p-toluenesulfonyloxy)hex-2-enoic acid methyl ester

Guidance literature:

methyl 2,5-dimethyl-3-oxohexanoate; With sodium hexamethyldisilazane; In tetrahydrofuran; tert-butyl methyl ether; at 20 ℃; for 5h; Inert atmosphere;

p-toluenesulfonylanhydride; In tetrahydrofuran; tert-butyl methyl ether; at 20 ℃; for 15h; Inert atmosphere;

upstream raw materials:

methyl 5-methyl-3-oxohexanoate

methyl iodide

propanoic acid methyl ester

isopentanoyl chloride

Refernces

• 1、 Domon, Kenji,Mori, Kenji. "Pheromone synthesis, CXCIII. - Simple synthesis of (±)-stigmolone (8- hydroxy-2,5,8-trimethyl-4-nonanone), the pheromone of Stigmatella aurantiaca". . p. 979 - 980. Retrieved 2007/10/03.