Ethyl alpha-acetyl-2-nitrobenzenepropanoate

Base Information

• Chemical Name: Ethyl alpha-acetyl-2-nitrobenzenepropanoate
• CAS No.: 95314-61-7
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.266
• DSSTox Substance ID: DTXSID501281270
• Mol file: 95314-61-7.mol

Synonyms:Ethyl alpha-acetyl-2-nitrobenzenepropanoate;95314-61-7;SCHEMBL960746;DTXSID501281270

Chemical Property of Ethyl alpha-acetyl-2-nitrobenzenepropanoate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 265.09502258
• Heavy Atom Count: 19
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1[N+](=O)[O-])C(=O)C

Technology Process of Ethyl alpha-acetyl-2-nitrobenzenepropanoate

There total 4 articles about Ethyl alpha-acetyl-2-nitrobenzenepropanoate 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: 100.0%

ethyl acetoacetate (141-97-9) + 2-nitrobenzyl chloride (612-23-7) → 1-(ethoxycarbonyl)-1-(o-nitrobenzyl)-2-propanone (95314-61-7)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 0 - 80 ℃; for 3h;

Reference yield: 91.0%

ethyl acetoacetate (141-97-9) + 2-nitrophenylmethyl bromide (3958-60-9) → 1-(ethoxycarbonyl)-1-(o-nitrobenzyl)-2-propanone (95314-61-7)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.75h;

2-nitrophenylmethyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃;

Reference yield:

ethyl acetoacetate (141-97-9) + 2-nitrophenylmethyl bromide (3958-60-9) → C13H15NO5 + 1-(ethoxycarbonyl)-1-(o-nitrobenzyl)-2-propanone (95314-61-7)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

2-nitrophenylmethyl bromide; In tetrahydrofuran; at 20 ℃; Overall yield = 92 %; Overall yield = 0.73 g;

DOI:10.1039/c4ob02441a

upstream raw materials:

ethyl acetoacetate

2-nitrophenylmethyl bromide

2-nitrobenzyl chloride

Downstream raw materials:

1-hydroxy-1H-indole-2-carboxylic acid

2-ethoxycarbonyl-1-hydroxyindole

C₁₉H₁₇N₄O₁₁^(1-)*C₆H₁₅N*H⁽¹⁺⁾

3-chloro-1H-indole-2-carboxylic acid