Ethyl 5-(4-methoxyphenyl)-5-oxovalerate

Base Information

• Chemical Name: Ethyl 5-(4-methoxyphenyl)-5-oxovalerate
• CAS No.: 25305-58-2
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Hs Code.: 2918990090
• European Community (EC) Number: 660-015-9
• DSSTox Substance ID: DTXSID70399211
• Wikidata: Q82201612
• Mol file: 25305-58-2.mol

Synonyms:ETHYL 5-(4-METHOXYPHENYL)-5-OXOVALERATE;25305-58-2;ethyl 5-(4-methoxyphenyl)-5-oxopentanoate;MFCD00094992;SCHEMBL5269091;DTXSID70399211;AKOS016023172;ethyl 5-(4-methoxyphenyl)-5-oxo-1-pentanoate;ETHYL5-(4-METHOXYPHENYL)-5-OXOVALERATE

Chemical Property of Ethyl 5-(4-methoxyphenyl)-5-oxovalerate

Chemical Property:

• Vapor Pressure: 6.41E-06mmHg at 25°C
• Boiling Point: 378.2°C at 760 mmHg
• Flash Point: 166.5°C
• PSA: 52.60000
• Density: 1.083g/cm³
• LogP: 2.61130
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 250.12050905
• Heavy Atom Count: 18
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

ETHYL 5-(4-METHOXYPHENYL)-5-OXOVALERATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 5-(4-methoxyphenyl)-5-oxovalerate

There total 11 articles about Ethyl 5-(4-methoxyphenyl)-5-oxovalerate 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: 90.0%

(4-ethoxy-4-oxobutyl)zinc(II) bromide (151073-69-7) + (S)-(2,3,4,5,6-pentafluorophenyl) 4-methoxybenzenecarbothioate → ethyl 5-(4-methoxyphenyl)-5-oxopentanoate (25305-58-2)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; at 20 ℃;

DOI:10.1002/chem.200400754

Reference yield: 70.0%

1,3-bis(4'-methoxyphenyl)propane-1,3-dione (18362-51-1) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 5-(4-methoxyphenyl)-5-oxopentanoate (25305-58-2)

Guidance literature:

With potassium carbonate; In ethanol; at 85 ℃; Sealed tube;

DOI:10.1039/c5ob02570b

Reference yield: 40.0%

ethyl acrylate (140-88-5,9003-32-1) + 1-(4-methoxyphenyl)-3-(4-tert-butylphenyl)propane-1,3-dione (70356-09-1,87075-14-7) → ethyl 5-(4-methoxyphenyl)-5-oxopentanoate (25305-58-2) + ethyl 5-(4-(tert-butyl)phenyl)-5-oxopentanoate (101577-33-7)

Guidance literature:

With potassium carbonate; In ethanol; at 85 ℃; Sealed tube;

DOI:10.1039/c5ob02570b

upstream raw materials:

5-(4-methoxyphenyl)-5-oxopentanoic acid

ethyl glutaroyl chloride

methoxybenzene

(4-ethoxy-4-oxobutyl)zinc(II) bromide

Downstream raw materials:

4-p-Anisoylbutylacetat

(S)-6-(4-methoxyphenyl)piperidin-2-one

1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone

5-((tert-butyldimethylsilyl)oxy)-5-(4-methoxyphenyl)pentanal

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、 Nambu, Hisanori,Hata, Kayoko,Matsugi, Masato,Kita, Yasuyuki. "Efficient synthesis of thioesters and amides from aldehydes by using an intermolecular radical reaction in water". . p. 719 - 727. Retrieved 2007/10/03.