3-Naphthalen-2-yl-3-oxo-propionic acid methyl ester

Base Information

• Chemical Name: 3-Naphthalen-2-yl-3-oxo-propionic acid methyl ester
• CAS No.: 158053-33-9
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• European Community (EC) Number: 673-414-8
• Mol file: 158053-33-9.mol

Synonyms:158053-33-9;Methyl 3-(Naphthalen-2-yl)-3-oxopropanoate;3-Naphthalen-2-yl-3-oxo-propionic acid methyl ester;methyl 3-naphthalen-2-yl-3-oxopropanoate;3-NAPHTHALEN-2-YL-3-OXO-PROPIONIC ACID METHYLESTER;SCHEMBL11830878;AKOS017547810;Methyl3-(Naphthalen-2-yl)-3-oxopropanoate;beta-oxo-2-naphthalenepropanoic acid methyl ester;EN300-1846972;A903855;3-naphthalen-2-yl-3-oxopropanoic acid methyl ester;J-009470

Chemical Property of 3-Naphthalen-2-yl-3-oxo-propionic acid methyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 2.58560
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl3-(Naphthalen-2-yl)-3-oxopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC2=CC=CC=C2C=C1

Technology Process of 3-Naphthalen-2-yl-3-oxo-propionic acid methyl ester

There total 5 articles about 3-Naphthalen-2-yl-3-oxo-propionic 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: 89.0%

carbonic acid dimethyl ester (616-38-6) + methyl 2-naphthyl ketone (93-08-3) → methyl 3-naphthalen-2-yl-3-oxopropanoate (158053-33-9)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 0.5h; Reflux;

DOI:10.1055/s-0035-1561283

Reference yield: 76.0%

methyl dicarbonate (246140-20-5) + methyl 2-naphthyl ketone (93-08-3) → methyl 3-naphthalen-2-yl-3-oxopropanoate (158053-33-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Reflux;

DOI:10.1016/j.tet.2018.02.064

Reference yield: 73.0%

magnesium monomethyl malonate + naphthalene-2-carboxylate (93-09-4) → methyl 3-naphthalen-2-yl-3-oxopropanoate (158053-33-9)

Guidance literature:

naphthalene-2-carboxylate; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 10h;

magnesium monomethyl malonate; In tetrahydrofuran; at 20 ℃; for 18h; Further stages.;

DOI:10.1002/adsc.200390021

upstream raw materials:

naphthalene-2-carboxylate

N-(2'-naphthoyl)imidazole

carbonic acid dimethyl ester

methyl 2-naphthyl ketone

Downstream raw materials:

3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazole-4-methanol

4-(bromomethyl)-3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazole

2-chloro-4-[3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazol-4-ylmethoxy]benzaldehyde

2-chloro-4-[3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazol-4-ylmethoxy]benzoic acid

Refernces

• 1、 Wang, Zheng-Hai,Wang, Dong-Hui. "Cu-Catalyzed Synthesis of Benzoxazole with Phenol and Cyclic Oxime". supporting information. p. 782 - 785. Retrieved 2022/01/20.
• 2、 Chen, Li-Jun,Li, Wei,Shen, Bao-Chun,Sun, Zhong-Wen,Xie, Hui-Ding,Zhang, Cong-Cong. "Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines". supporting information. p. 8607 - 8612. Retrieved 2021/10/20.