Ethyl 2-Carbethoxy-5-ketohexanoate

Base Information

• Chemical Name: Ethyl 2-Carbethoxy-5-ketohexanoate
• CAS No.: 4761-26-6
• Molecular Formula: C11H18O5
• Molecular Weight: 230.261
• Mol file: 4761-26-6.mol

Synonyms:4-[bis(ethoxycarbonyl)methyl]2-butanone;Ethyl 2-?Carbethoxy-?5-?ketohexanoate;2-(3-oxo-butyl)-malonic acid diethyl ester;ethyl 2-ethoxycarbonyl-5-oxohexanoate;(3-oxobutyl)propanedioic acid diethyl ester;diethyl 2-(3-oxobutyl)malonate;diethyl (3-oxobutyl)malonate;

Chemical Property of Ethyl 2-Carbethoxy-5-ketohexanoate

Chemical Property:

• Vapor Pressure: 0.000521mmHg at 25°C
• Boiling Point: 312.7°Cat760mmHg
• Flash Point: 134.3°C
• PSA: 69.67000
• Density: 1.073g/cm³
• LogP: 1.09800
• Solubility.: DCM

Purity/Quality:

90%,98% ^*data from raw suppliers

Ethyl2-?Carbethoxy-?5-?ketohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 2-?Carbethoxy-?5-?ketohexanoate is an intermediate in the synthesis of γ-Hydroxy Phenylbutazone (H940070), a metabolite of Kebuzone (K155300), an antirheumatic agent.

Technology Process of Ethyl 2-Carbethoxy-5-ketohexanoate

There total 14 articles about Ethyl 2-Carbethoxy-5-ketohexanoate 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 vinyl ketone (78-94-4,25038-87-3) + diethyl malonate (105-53-3) → ethyl 2-carbethoxy-5-oxocaproate (4761-26-6)

Guidance literature:

methyl vinyl ketone; With Mg-Al-O-t-Bu hydrotalcite; In methanol; for 0.0833333h;

diethyl malonate; for 0.5h;

DOI:10.1016/S0040-4020(00)00906-6

Reference yield: 80.0%

methyl vinyl ketone (78-94-4,25038-87-3) + Diethyl 2-bromomalonate (685-87-0) → ethyl 2-carbethoxy-5-oxocaproate (4761-26-6)

Guidance literature:

With indium; chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jo026600t

Reference yield: 75.0%

chloroformic acid ethyl ester (541-41-3) + isopropylidene 4-oxopentane-1,1-dicarboxylate (90734-82-0) → ethyl 2-carbethoxy-5-oxocaproate (4761-26-6)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Heating;

DOI:10.1016/j.tetlet.2005.09.030

upstream raw materials:

4-oxo-pentane-1,1,3-tricarboxylic acid triethyl ester

methyl vinyl ketone

diethyl malonate

1-Dimethylamino-3-butanon

Downstream raw materials:

1,3-cylohexanedione

4-methylcyclohex-3-ene-1,1-dicarboxylic acid diethyl ester

ethyl 2,4-dioxocyclohexane-1-carboxylate

ethyl 4-ethoxy-2-oxocyclohex-3-ene-1-carboxylate

Refernces

• 1、 Chung, John Y. L.,Marcune, Benjamin,Strotman, Hallena R.,Petrova, Rositza I.,Moore, Jeffrey C.,Dormer, Peter G.. "Synthesis of ((3R,6R)-6-Methylpiperidin-3-yl)methanol via Biocatalytic Transamination and Crystallization-Induced Dynamic Resolution". . p. 1418 - 1423. Retrieved 2015.
• 2、 Valvekens,Jonckheere,De Baerdemaeker,Kubarev,Vandichel,Hemelsoet,Waroquier,Van Speybroeck,Smolders,Depla,Roeffaers,De Vos. "Base catalytic activity of alkaline earth MOFs: A (micro)spectroscopic study of active site formation by the controlled transformation of structural anions". . p. 4517 - 4524. Retrieved 2015/02/19.