N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide
• CAS No.: 62056-28-4
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.32200
• DSSTox Substance ID: DTXSID50596362
• Wikidata: Q82491598
• Mol file: 62056-28-4.mol

Synonyms:N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide;62056-28-4;SCHEMBL7999877;DTXSID50596362;COKJTJVPSZTLEI-UHFFFAOYSA-N;N-[4-(3-Oxo-3-phenyl-propyl)-phenyl]-acetamide

Chemical Property of N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide

Chemical Property:

• PSA: 49.66000
• LogP: 4.11000
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 267.125928785
• Heavy Atom Count: 20
• Complexity: 326

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)CCC(=O)C2=CC=CC=C2

Technology Process of N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide

There total 1 articles about N-[4-(3-Oxo-3-phenylpropyl)phenyl]acetamide 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: 84.0%

acetic acid-[4-(3-oxo-3-phenyl-propenyl)-anilide] (62574-02-1) → N-(4-(3-oxo-3-phenylpropyl)phenyl)acetamide (62056-28-4)

Guidance literature:

With methanol; ammonium chloride; In dimethyl sulfoxide; at 20 ℃; for 6h; chemoselective reaction; Electrochemical reaction;

DOI:10.1039/c9cc02368b

Reference yield:

N-(4-(3-oxo-3-phenylpropyl)phenyl)acetamide (62056-28-4) + acetoacetic acid methyl ester (105-45-3) → 6-[2-(4-acetylaminophenyl)ethyl]-4-hydroxy-6-phenyl-5,6-dihydropyran-2-one (207736-93-4)

Guidance literature:

N-(4-(3-oxo-3-phenylpropyl)phenyl)acetamide; acetoacetic acid methyl ester; With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; at 0 - 20 ℃;

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

N-(4-(3-oxo-3-phenylpropyl)phenyl)acetamide (62056-28-4) → 6-[2-(4-aminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-phenyl-5,6-dihydro-pyran-2-one (197915-37-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH; n-BuLi / hexane; tetrahydrofuran / 0 - 20 °C

1.2: 0.2N NaOH / tetrahydrofuran / 20 °C

2.1: 64 percent / K₂CO₃ / dimethylformamide / 20 °C

3.1: 56 percent / 50 percent NaOH / H₂O; methanol / Heating

With sodium hydroxide; n-butyllithium; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; 1.1: Condensation / 1.2: Cyclization / 2.1: Substitution / 3.1: Deacetylation;

DOI:10.1016/S0968-0896(99)00215-1

upstream raw materials:

acetic acid-[4-(3-oxo-3-phenyl-propenyl)-anilide]

Downstream raw materials:

6-[2-(4-acetylaminophenyl)ethyl]-4-hydroxy-6-phenyl-5,6-dihydropyran-2-one

6-[2-(4-aminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-phenyl-5,6-dihydro-pyran-2-one