4-Naphthalen-2-yl-4-oxo-butyric acid methyl ester

Base Information

• Chemical Name: 4-Naphthalen-2-yl-4-oxo-butyric acid methyl ester
• CAS No.: 1590-21-2
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80375046
• Nikkaji Number: J1.669.185B
• Wikidata: Q82163589
• Mol file: 1590-21-2.mol

Synonyms:1590-21-2;4-Naphthalen-2-yl-4-oxo-butyric acid methyl ester;methyl 4-(naphthalen-2-yl)-4-oxobutanoate;methyl 4-naphthalen-2-yl-4-oxobutanoate;DTXSID80375046;MFCD03426401;AKOS005941691;AS-80456;methyl4-(naphthalen-2-yl)-4-oxobutanoate;A3514;FT-0633687;4-Oxo-4-(2-naphthyl)butyric acid methyl ester;2-Naphthalenebutanoic acid, gamma-oxo-, methyl ester

Chemical Property of 4-Naphthalen-2-yl-4-oxo-butyric acid methyl ester

Chemical Property:

• Vapor Pressure: 7.1E-07mmHg at 25°C
• Boiling Point: 408.3°C at 760 mmHg
• Flash Point: 182.5°C
• PSA: 43.37000
• Density: 1.164g/cm³
• LogP: 2.97570
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-(naphthalen-2-yl)-4-oxobutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Naphthalen-2-yl-4-oxo-butyric acid methyl ester

There total 21 articles about 4-Naphthalen-2-yl-4-oxo-butyric 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: 94.0%

C15H14O3 → 4-(2-naphthyl)-4-oxobutyric acid methyl ester (1590-21-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; magnesium methanolate; In methanol; at 20 ℃; for 2h;

DOI:10.1039/c7ob00131b

Reference yield: 87.0%

methyl (E)-4-hydroxy-4-(naphthalen-2-yl)but-2-enoate → 4-(2-naphthyl)-4-oxobutyric acid methyl ester (1590-21-2)

Guidance literature:

With Quinuclidine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammonium dihydrogen phosphate; In acetonitrile; at 40 ℃; for 24h; Irradiation; Inert atmosphere;

DOI:10.1002/anie.202000743

Reference yield: 65.0%

4-(2-naphthyl)-4-oxobutyric acid (1590-22-3) + dimethyl sulfate (77-78-1) → 4-(2-naphthyl)-4-oxobutyric acid methyl ester (1590-21-2)

Guidance literature:

With potassium carbonate; In acetone; Heating;

upstream raw materials:

methanol

4-(2-naphthyl)-4-oxobutyric acid

methyl β-diazopropionate

β-naphthaldehyde

Downstream raw materials:

C₂₂H₁₈O₄

β-benzylidene-β-(2-naphthoyl)propionic acid

Refernces

• 1、 Bachmann,Edgerton. "-". . p. 1119,1121. Retrieved 1950.
• 2、 Yu, Chu-Guo,Matsuo, Yutaka. "Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation". supporting information. p. 950 - 955. Retrieved 2020/02/15.
• 3、 Guo, Kai,Huang, Jun,Li, Anding,Li, Yuanhe,Yang, Zhen,Zhang, Zhongchao. "Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C?H Bond Activation". . p. 11660 - 11668. Retrieved 2020/05/25.