4-(3-Acetamidophenyl)-4-oxobutanoic acid

Base Information

• Chemical Name: 4-(3-Acetamidophenyl)-4-oxobutanoic acid
• CAS No.: 14714-31-9
• Molecular Formula: C₁₂H₁₃NO₄
• Molecular Weight: 235.24
• DSSTox Substance ID: DTXSID901270378
• Mol file: 14714-31-9.mol

Synonyms:4-(3-acetamidophenyl)-4-oxobutanoic acid;14714-31-9;Maybridge3_007607;4-[3-(acetylamino)phenyl]-4-oxobutanoic acid;AN-829/42007367;DTXSID901270378;HMS1452N13;CCG-46476;IDI1_018994;3-(Acetylamino)-gamma-oxobenzenebutanoic acid;EN300-24708377;SR-01000636171-1

Chemical Property of 4-(3-Acetamidophenyl)-4-oxobutanoic acid

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 314

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC(=C1)C(=O)CCC(=O)O

Technology Process of 4-(3-Acetamidophenyl)-4-oxobutanoic acid

There total 4 articles about 4-(3-Acetamidophenyl)-4-oxobutanoic acid 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%

4-(3-amino-phenyl)-4-oxo-butyric acid ; hydrochloride + acetic anhydride (108-24-7) → β-<3-Acetylamino-benzoyl>-propionsaeure (14714-31-9)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2011.07.038

Reference yield:

succinylbenzene (2051-95-8) → β-<3-Acetylamino-benzoyl>-propionsaeure (14714-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitric acid / 2 h / Cooling with ice

2.1: palladium 10% on activated carbon; hydrogen; acetic acid / 3 h / 20 °C / 3000.3 Torr

2.2: 4 h / 3000.3 Torr

3.1: pyridine / 1 h / 20 °C

With pyridine; palladium 10% on activated carbon; hydrogen; nitric acid; acetic acid;

DOI:10.1016/j.bmc.2011.07.038

Reference yield:

4-(3-nitro-phenyl)-4-oxo-butyric acid (6328-00-3) → β-<3-Acetylamino-benzoyl>-propionsaeure (14714-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon; hydrogen; acetic acid / 3 h / 20 °C / 3000.3 Torr

1.2: 4 h / 3000.3 Torr

2.1: pyridine / 1 h / 20 °C

With pyridine; palladium 10% on activated carbon; hydrogen; acetic acid;

DOI:10.1016/j.bmc.2011.07.038

upstream raw materials:

acetic anhydride

succinylbenzene

4-(3-nitro-phenyl)-4-oxo-butyric acid

Downstream raw materials:

6-acetamido-1,2,3,4-tetrahydronaphthalen-1-one

4-<3-Acetamino-phenyl>-buttersaeure

Refernces