diethyl methyl(3-oxobutyl)propanedioate

Base Information

• Chemical Name: diethyl methyl(3-oxobutyl)propanedioate
• CAS No.: 10433-88-2
• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.288
• Mol file: 10433-88-2.mol

Synonyms:Malonicacid, methyl(3-oxobutyl)-, diethyl ester (6CI,7CI,8CI); Propanedioic acid,methyl(3-oxobutyl)-, diethyl ester (9CI); NSC 378220

Chemical Property of diethyl methyl(3-oxobutyl)propanedioate

Chemical Property:

• Vapor Pressure: 0.000268mmHg at 25°C
• Boiling Point: 323.1°Cat760mmHg
• Flash Point: 138.5°C
• Density: 1.058g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl methyl(3-oxobutyl)propanedioate

There total 6 articles about diethyl methyl(3-oxobutyl)propanedioate 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: 96.0%

methyl vinyl ketone (78-94-4,25038-87-3) + Diethyl methylmalonate (609-08-5) → methyl(3-oxobutyl)propanedioic acid diethyl ester (10433-88-2)

Guidance literature:

With potassium carbonate; In dichloromethane; for 5h; Reflux;

DOI:10.1039/c2ob26423d

Reference yield: 67.0%

diethyl cyclopropane-1,1-dicarboxylate (1559-02-0) + methyl iodide (74-88-4) → methyl(3-oxobutyl)propanedioic acid diethyl ester (10433-88-2)

Guidance literature:

With disodium tetracarbonylferrate; In tetrahydrofuran; Mechanism; 1.) 4h, 2.)MeI, overnigt;investigation of reaction with variety cleavage reagents (ACOH,I₂/EtOH);

DOI:10.1016/S0040-4039(00)88028-4

Reference yield:

C22H30O8 + methyl vinyl ketone (78-94-4,25038-87-3) → methyl(3-oxobutyl)propanedioic acid diethyl ester (10433-88-2) + dimethyl (3Z)-3,3a,7,7a-tetrahydro-3-(4-oxopentylidene)-2H-indene-1,1(6H)-dicarboxylate

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; zinc(II) chloride; zinc; In acetonitrile; for 4h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100770

upstream raw materials:

4-chloro-2-butanone

sodium diethyl methylmalonate

methyl vinyl ketone

Diethyl methylmalonate

Downstream raw materials:

ethyl 1-methyl-2,4-dioxocyclohexane-1-carboxylate

(±)-ethyl 5-(2,4-dinitrophenoxyimino)-2-methylhexanoate

3,6-Dimethyl-cyclohexan-⁽¹⁾-on-2,3-dicarbonsaeure-diaethylester

3,6-Dimethyl-6-(2-methoxycarbonyl-ethyl)-cyclohexanon-3-carbonsaeure-methylester

Refernces

• 1、 Ambe-Suzuki, Kaori,Ohyama, Yukari,Shirai, Naohiro,Ikeda, Shin-Ichi. "Nickel/zinc chloride-promoted domino reaction of enynes and enones including unstrained C-C bond cleavage". . p. 879 - 888. Retrieved 2012.
• 2、 -. "METHODS OF TREATING ABNORMAL MUSCULAR ACTIVITY". Paragraph 0216; 0217. . Retrieved 2015/06/08.
• 3、 Chandan, Nandkishor,Thompson, Amber L.,Moloney, Mark G.. "Rapid synthesis of substituted pyrrolines and pyrrolidines by nucleophilic ring closure at activated oximes". supporting information. p. 7863 - 7868. Retrieved 2013/07/05.