N-[2-(Cyclopent-2-en-1-yl)phenyl]acetamide

Base Information

• Chemical Name: N-[2-(Cyclopent-2-en-1-yl)phenyl]acetamide
• CAS No.: 126087-55-6
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• DSSTox Substance ID: DTXSID40559603
• Mol file: 126087-55-6.mol

Synonyms:N-[2-(Cyclopent-2-en-1-yl)phenyl]acetamide;126087-55-6;DTXSID40559603

Chemical Property of N-[2-(Cyclopent-2-en-1-yl)phenyl]acetamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1C2CCC=C2

Technology Process of N-[2-(Cyclopent-2-en-1-yl)phenyl]acetamide

There total 3 articles about N-[2-(Cyclopent-2-en-1-yl)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: 95.0%

acetic anhydride (108-24-7) + ortho-(cyclopent-2-en-1-yl)aniline (84487-46-7) → N-(2-(cyclopent-2-en-1-yl)phenyl)acetamide (126087-55-6)

Guidance literature:

DOI:10.1023/A:1015074016576

Reference yield: 76.0%

o-iodoacetanilide (19591-17-4) + cyclopentene (142-29-0) → N-(2-(cyclopent-2-en-1-yl)phenyl)acetamide (126087-55-6)

Guidance literature:

With tetrabutyl-ammonium chloride; potassium acetate; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1016/S0040-4039(00)99075-0

Reference yield:

N-acetyl-2-bromoaniline (614-76-6) + cyclopentene (142-29-0) → C13H15NO + N-(2-(cyclopent-2-en-1-yl)phenyl)acetamide (126087-55-6)

Guidance literature:

With trineopentyl phosphine; potassium acetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In methanol; at 80 ℃; for 24h; Overall yield = 91 %; Overall yield = 183 mg; Glovebox; Inert atmosphere;

DOI:10.1021/jo501840u

upstream raw materials:

o-iodoacetanilide

cyclopentene

acetic anhydride

ortho-(cyclopent-2-en-1-yl)aniline