Diethyl 2-oxo-3-phenylsuccinate

Base Information

• Chemical Name: Diethyl 2-oxo-3-phenylsuccinate
• CAS No.: 7147-33-3
• Molecular Formula: C14H16 O5
• Molecular Weight: 264.278
• European Community (EC) Number: 615-295-7
• NSC Number: 25342
• DSSTox Substance ID: DTXSID00282283
• Mol file: 7147-33-3.mol

Synonyms:diethyl 2-oxo-3-phenylsuccinate;7147-33-3;NSC 25342;diethyl 2-oxo-3-phenylbutanedioate;NSC25342;SCHEMBL6558799;DTXSID00282283;NSC-25342;AKOS015917674;2-oxo-3-phenylbutanedioic acid diethyl ester;FT-0653811;diethyl 2-oxidanylidene-3-phenyl-butanedioate;A837195

Chemical Property of Diethyl 2-oxo-3-phenylsuccinate

Chemical Property:

• Vapor Pressure: 1.35E-05mmHg at 25°C
• Boiling Point: 367.6°C at 760 mmHg
• PKA: 8.01±0.46(Predicted)
• Flash Point: 161°C
• PSA: 69.67000
• Density: 1.168g/cm³
• LogP: 1.46550
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 264.09977361
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

DIETHYL 2-OXO-3-PHENYLSUCCINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 2-oxo-3-phenylsuccinate

There total 4 articles about Diethyl 2-oxo-3-phenylsuccinate 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: 95.0%

Ethyl 2-phenylethanoate (101-97-3) + oxalic acid diethyl ester (95-92-1) → 2-oxo-3-phenylbutanedioic acid diethyl ester (7147-33-3)

Guidance literature:

With ethanol; sodium; In ethanol; for 48h; Ambient temperature;

DOI:10.1002/hlca.19860690828

Reference yield:

2-ethoxy-2-oxoacetic anhydride (119174-42-4) + Ethyl 2-phenylethanoate (101-97-3) → 2-oxo-3-phenylbutanedioic acid diethyl ester (7147-33-3)

Guidance literature:

Ethyl 2-phenylethanoate; With sodium hydride; In tetrahydrofuran; at 60 ℃; for 0.5h; Inert atmosphere;

2-ethoxy-2-oxoacetic anhydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1002/anie.201700021

Reference yield:

phenylacetonitrile (140-29-4) → 2-oxo-3-phenylbutanedioic acid diethyl ester (7147-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; water

2: sodium ethanolate

With sulfuric acid; water; sodium ethanolate; 2: Claisen condensation;

upstream raw materials:

Ethyl 2-phenylethanoate

oxalic acid diethyl ester

diethyl ether

phenylacetonitrile

Downstream raw materials:

2-oxo-3-(phenyl)propionic acid

diethyl 2-phenylmalonate

2-phenyl-acrylic acid ethyl ester

C₃₁H₃₄N₂O₂

Refernces

• 1、 Malki, Fatiha,Touati, Abdelkader,Rahal, Said,Moulay, Saad. "Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains". scheme or table. p. 961 - 967. Retrieved 2011/12/21.
• 2、 Neidlein,Pichler,Hege,Weymann. "Disposition of bornaprine hydrochloride in the rat. 1st Communication: Pharmacokinetic studies: Synthesis, plasma levels and elimination". . p. 484 - 487. Retrieved 2007/10/02.