δ-Oxobenzenevaleric acid methyl ester

Base Information

• Chemical Name: δ-Oxobenzenevaleric acid methyl ester
• CAS No.: 30414-58-5
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• Mol file: 30414-58-5.mol

Synonyms:3-Oxo-5-phenylpentanoic acid methyl ester;

Chemical Property of δ-Oxobenzenevaleric acid methyl ester

Chemical Property:

• Boiling Point: 293.1±15.0 °C(Predicted)
• PKA: 10.46±0.46(Predicted)
• PSA: 43.37000
• Density: 1.091±0.06 g/cm3(Predicted)
• LogP: 1.75140

Purity/Quality:

99.90% ^*data from raw suppliers

3-Oxo-5-phenylpentanoicacidmethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of δ-Oxobenzenevaleric acid methyl ester

There total 15 articles about δ-Oxobenzenevaleric acid methyl ester 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: 85.0%

benzyl bromide (100-39-0) + acetoacetic acid methyl ester (105-45-3) → methyl 3-oxo-5-phenylpentanoate (30414-58-5)

Guidance literature:

With n-butyllithium; sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tetlet.2006.09.155

Reference yield: 82.0%

benzyl bromide (100-39-0) + dianion of methyl acetoacetate (30568-00-4) → methyl 3-oxo-5-phenylpentanoate (30414-58-5)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(96)01429-3

Reference yield: 68.0%

acetoacetic acid methyl ester (105-45-3) → methyl 3-oxo-5-phenylpentanoate (30414-58-5)

Guidance literature:

acetoacetic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h;

DOI:10.1021/acs.joc.5b00241

upstream raw materials:

2-acetyl-3-oxo-5-phenyl-valeric acid ethyl ester

sodium methylate

benzyl chloride

acetoacetic acid methyl ester

Downstream raw materials:

5-Benzyl-6-methyl-dihydro-pyran-2,4-dione

3-hydroxy-5-phenyl-pentanoic acid methyl ester

C₁₈H₁₆O₃

2-amino-6-(2-phenylethyl)-4(1H)-pyrimidinone

Refernces

• 1、 Obushak, M. D.,Pokhodylo, N. T.,Savka, R. D.. "Synthesis of (1H-1,2,3-Triazol-1-yl)acetic Acid Derivatives". . p. 1421 - 1431. Retrieved 2020/10/02.
• 2、 Lin, Zechao,Li, Jiahong,Huang, Qingfei,Huang, Qiuya,Wang, Qiwei,Tang, Lei,Gong, Deying,Yang, Jun,Zhu, Jin,Deng, Jingen. "Chiral Surfactant-Type Catalyst: Enantioselective Reduction of Long-Chain Aliphatic Ketoesters in Water". . p. 4419 - 4429. Retrieved 2015/05/13.