(E)-Ethyl 2-oxo-4-(pyridin-3-YL)but-3-enoate

Base Information

• Chemical Name: (E)-Ethyl 2-oxo-4-(pyridin-3-YL)but-3-enoate
• CAS No.: 497265-21-1
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.21000
• European Community (EC) Number: 851-257-8
• Mol file: 497265-21-1.mol

Synonyms:497265-21-1;ETHYL (3E)-2-OXO-4-(PYRIDIN-3-YL)BUT-3-ENOATE;Ethyl (E)-2-oxo-4-(pyridin-3-yl)but-3-enoate;(E)-ETHYL 2-OXO-4-(PYRIDIN-3-YL)BUT-3-ENOATE;EN300-6482696;A904182

Chemical Property of (E)-Ethyl 2-oxo-4-(pyridin-3-YL)but-3-enoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 335.007oC at 760 mmHg
• PKA: 3.49±0.11(Predicted)
• Flash Point: 156.407oC
• PSA: 56.26000
• Density: 1.181g/cm3
• LogP: 1.22700
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C=CC1=CN=CC=C1
• Isomeric SMILES: CCOC(=O)C(=O)/C=C/C1=CN=CC=C1

Technology Process of (E)-Ethyl 2-oxo-4-(pyridin-3-YL)but-3-enoate

There total 4 articles about (E)-Ethyl 2-oxo-4-(pyridin-3-YL)but-3-enoate 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: 62.5%

ethanol (64-17-5) + 2-oxo-4-(3-pyridyl)butenoic acid sodium salt → ethyl 2-oxo-4-(3-pyridyl)butenoate (497265-21-1)

Guidance literature:

ethanol; 2-oxo-4-(3-pyridyl)butenoic acid sodium salt; With thionyl chloride; at 20 ℃; for 23h;

With iron(III) chloride; In dichloromethane; for 0.666667h; Heating;

DOI:10.1023/A:1015679118975

Reference yield: 45.0%

ethanol (64-17-5) + 2-oxo-4-(3-pyridyl)butenoic acid sodium salt → ethyl 2-oxo-4-(3-pyridyl)butenoate (497265-21-1) + ethyl 2,2-diethoxy-4-(3-pyridyl)butenoate

Guidance literature:

With thionyl chloride; at 20 ℃; for 23h; Further Variations:; Reagents; Temperatures; time; Product distribution;

DOI:10.1023/A:1015679118975

Reference yield:

potassium (E)-2-oxo-4-(pyridin-3-yl)but-3-enoate + ethyl iodide (75-03-6) → 2-oxo-4-pyridin-3-yl-but-3-enoic acid ethyl ester (497265-21-1)

Guidance literature:

In N,N-dimethyl-formamide; at 72 - 75 ℃; for 4h;

DOI:10.1021/jm061490u

upstream raw materials:

ethanol

3-pyridinecarboxaldehyde

ethyl iodide