Ethyl 3-methyl-5-oxo-5-phenylvalerate

Base Information

• Chemical Name: Ethyl 3-methyl-5-oxo-5-phenylvalerate
• CAS No.: 73249-95-3
• Molecular Formula: C14H18O3
• Molecular Weight: 234.295
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80503160
• Nikkaji Number: J769.504G
• Mol file: 73249-95-3.mol

Synonyms:ETHYL 3-METHYL-5-OXO-5-PHENYLVALERATE;73249-95-3;ethyl 3-methyl-5-oxo-5-phenylpentanoate;MFCD07700165;ETHYL3-METHYL-5-OXO-5-PHENYLVALERATE;DTXSID80503160;AKOS016023046

Chemical Property of Ethyl 3-methyl-5-oxo-5-phenylvalerate

Chemical Property:

• Vapor Pressure: 6.03E-05mmHg at 25°C
• Boiling Point: 345.8°C at 760 mmHg
• Flash Point: 150.6°C
• PSA: 43.37000
• Density: 1.046g/cm³
• LogP: 2.84870
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 234.125594432
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

95% ^*data from raw suppliers

Ethyl3-methyl-5-oxo-5-phenylvalerate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C)CC(=O)C1=CC=CC=C1

Technology Process of Ethyl 3-methyl-5-oxo-5-phenylvalerate

There total 5 articles about Ethyl 3-methyl-5-oxo-5-phenylvalerate 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: 80.0%

acetophenone (98-86-2) + ethyl (E)-crotonate (623-70-1) → ethyl 3-methyl-4-benzoylbutyrate (73249-95-3)

Guidance literature:

With Tetraalkoxysilane; cesium fluoride; at 60 ℃; for 3h;

DOI:10.1016/S0040-4020(01)88599-9

Reference yield: 80.0%

ethyl crotonate (10544-63-5) + acetophenone (98-86-2) → ethyl 3-methyl-4-benzoylbutyrate (73249-95-3)

Guidance literature:

With tetraethoxy orthosilicate; cesium fluoride; at 60 ℃; for 3h;

DOI:10.1039/c39810000122

Reference yield: 67.0%

1-styrenyloxytrimethylsilane (13735-81-4) + trans-Orthocrotonester (42216-98-8) → ethyl 3-methyl-4-benzoylbutyrate (73249-95-3)

Guidance literature:

With triphenylmethyl perchlorate; In dichloromethane; at -78 ℃;

DOI:10.1246/cl.1987.1183

upstream raw materials:

1-styrenyloxytrimethylsilane

trans-Orthocrotonester

ethyl crotonate

acetophenone

Refernces

• 1、 Cai, Gui-Xin,Wen, Jing,Lai, Ting-Ting,Xie, Dan,Zhou, Cheng-He. "Sequential Michael addition/retro-Claisen condensation of aromatic β-diketones with α,β-unsaturated esters: An approach to obtain 1,5-ketoesters". supporting information. p. 2390 - 2394. Retrieved 2016/03/01.
• 2、 Kobayashi, Shu,Mukaiyama, Teruaki. "α,β-Unsaturated Orthoesters as Michael Acceptors. The Trityl Salt-Catalyzed Michael Reaction of α,β-Unsaturated Orthoesters with Silyl Enol Ethers". . p. 1183 - 1186. Retrieved 2007/10/02.