N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]acetamide

Base Information

• Chemical Name: N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]acetamide
• CAS No.: 235779-10-9
• Molecular Formula: C14H17NO
• Molecular Weight: 215.295
• DSSTox Substance ID: DTXSID70572042
• Wikidata: Q82460277
• Mol file: 235779-10-9.mol

Synonyms:235779-10-9;N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]acetamide;DTXSID70572042;N-acetyl-6-(cyclopent-1-enyl)-2-methylaniline

Chemical Property of N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]acetamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 215.131014166
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C2=CCCC2)NC(=O)C

Technology Process of N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]acetamide

There total 2 articles about N-[2-(Cyclopent-1-en-1-yl)-6-methylphenyl]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: 97.2%

6-(cyclopent-1-en-1-yl)-2-methyl-aniline (235779-09-6) + acetic anhydride (108-24-7) → N-acetyl-6-(cyclopent-1-enyl)-2-methylaniline (235779-10-9)

Guidance literature:

In dichloromethane; for 18h;

DOI:10.1007/BF02494577

Reference yield:

2-methyl-6-(cyclopent-2'-en-1'-yl)aniline (84487-47-8) → N-acetyl-6-(cyclopent-1-enyl)-2-methylaniline (235779-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / KOH / 0.75 h / 300 - 310 °C

2: 97.2 percent / CH₂Cl₂ / 18 h

With potassium hydroxide; In dichloromethane; 1: Isomerization / 2: Acetylation;

DOI:10.1007/BF02494577

Reference yield: 67.0%

N-acetyl-6-(cyclopent-1-enyl)-2-methylaniline (235779-10-9) → 6-methyl-2-(tetrahydro-2-pyranyl)aniline

Guidance literature:

N-acetyl-6-(cyclopent-1-enyl)-2-methylaniline; With ozone; In methanol; at 0 - 5 ℃; for 0.0833333h;

With sodium tetrahydroborate; In methanol; at -20 ℃; for 18h;

DOI:10.1023/A:1015074016576

upstream raw materials:

6-(cyclopent-1-en-1-yl)-2-methyl-aniline

acetic anhydride

2-methyl-6-(cyclopent-2'-en-1'-yl)aniline