n-Benzyl-2-(cyclopent-2-en-1-yl)acetamide

Base Information

• Chemical Name: n-Benzyl-2-(cyclopent-2-en-1-yl)acetamide
• CAS No.: 92250-02-7
• Molecular Formula: C14H17 N O
• Molecular Weight: 215.2909
• NSC Number: 122991
• DSSTox Substance ID: DTXSID70298412
• Mol file: 92250-02-7.mol

Synonyms:92250-02-7;n-benzyl-2-(cyclopent-2-en-1-yl)acetamide;NSC122991;DTXSID70298412;AKOS017135948;NSC-122991

Chemical Property of n-Benzyl-2-(cyclopent-2-en-1-yl)acetamide

Chemical Property:

• Vapor Pressure: 4.52E-07mmHg at 25°C
• Boiling Point: 414.2°Cat760mmHg
• Flash Point: 249.3°C
• Density: 1.061g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 215.131014166
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C=C1)CC(=O)NCC2=CC=CC=C2

Technology Process of n-Benzyl-2-(cyclopent-2-en-1-yl)acetamide

There total 4 articles about n-Benzyl-2-(cyclopent-2-en-1-yl)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: 92.0%

(cyclopent-2-eneyl)acetic acid (13668-61-6) + benzylamine (100-46-9) → N-benzyl-2'-cyclopentenylacetamide (92250-02-7)

Guidance literature:

With pentamethoxy tantalum; 1-(Trimethylsilyl)imidazole; In neat (no solvent); at 50 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b08415

Reference yield:

2-(cyclopent-2-en-1-yl)acetyl chloride (933-03-9) + benzylamine (100-46-9) → N-benzyl-2'-cyclopentenylacetamide (92250-02-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 23 ℃; for 0.5h; Yield given;

DOI:10.1016/S0040-4039(01)93796-7

Reference yield:

(cyclopent-2-eneyl)acetic acid (13668-61-6) → N-benzyl-2'-cyclopentenylacetamide (92250-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2, dimethylformamide / CH₂Cl₂ / 3 h / 23 °C

2: triethylamine / tetrahydrofuran / 0.5 h / 23 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(01)93796-7

upstream raw materials:

2-(cyclopent-2-en-1-yl)acetyl chloride

benzylamine

(cyclopent-2-eneyl)acetic acid

Downstream raw materials:

Benzyl-(2-cyclopent-2-enyl-ethyl)-amine

C₁₄H₁₈BrN

(3aR,6S,6aS)-6-(2-Methoxy-phenyl)-octahydro-cyclopenta[b]pyrrol-6-ol

(3aS,6R,6aR)-1-Benzyl-6-phenyl-octahydro-cyclopenta[b]pyrrol-6-ol