(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide

Base Information

• Chemical Name: (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide
• CAS No.: 1313740-69-0
• Molecular Formula: C₂₁H₂₁NO₃
• Molecular Weight: 335.403
• Mol file: 1313740-69-0.mol

Synonyms:(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide

Chemical Property of (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide

There total 4 articles about (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide 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: 78.0%

3-Phenylpropan-1-amine (2038-57-5) + piperic acid chloride (4711-72-2) → (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide (1313740-69-0)

Guidance literature:

With triethylamine; at 20 ℃; for 5h; Cooling with ice;

DOI:10.1248/cpb.c14-00874

Reference yield:

Piperine (94-62-2,7780-20-3) → (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide (1313740-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / ethanol / 22 h / Reflux

2: oxalyl dichloride / dichloromethane / 3 h / 20 °C

3: triethylamine / 5 h / 20 °C / Cooling with ice

With oxalyl dichloride; triethylamine; potassium hydroxide; In ethanol; dichloromethane;

DOI:10.1248/cpb.c14-00874

Reference yield:

piperic acid (136-72-1) → (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-phenylpropyl)-2,4-pentadienamide (1313740-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane / 3 h / 20 °C

2: triethylamine / 5 h / 20 °C / Cooling with ice

With oxalyl dichloride; triethylamine; In dichloromethane;

DOI:10.1248/cpb.c14-00874

upstream raw materials:

3-Phenylpropan-1-amine

piperic acid chloride

Piperine

piperic acid

Refernces

• 1、 Sch?ffmann, Angela,Wimmer, Laurin,Goldmann, Daria,Khom, Sophia,Hintersteiner, Juliane,Baburin, Igor,Schwarz, Thomas,Hintersteininger, Michael,Pakfeifer, Peter,Oufir, Mouhssin,Hamburger, Matthias,Erker, Thomas,Ecker, Gerhard F.,Mihovilovic, Marko D.,Hering, Steffen. "Efficient modulation of γ-aminobutyric acid type a receptors by piperine derivatives". supporting information. p. 5602 - 5619. Retrieved 2014/08/05.