(E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine

Base Information

• Chemical Name: (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine
• CAS No.: 1380100-04-8
• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.433
• Mol file: 1380100-04-8.mol

Synonyms:

Chemical Property of (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine

There total 3 articles about (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine 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:

1-[N-(4-methoxybenzyl)amino]-5-hexyne → (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine (1380100-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: N-benzyl-N,N,N-triethylammonium chloride; lithium tert-butoxide / Inert atmosphere

2.2: 85 °C / Inert atmosphere

With zirconocene dichloride; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; lithium tert-butoxide; In tetrahydrofuran;

DOI:10.1021/ol301385g

Reference yield:

hex-5-ynyl methanesulphonate (79496-61-0) → (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine (1380100-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium iodide / dimethyl sulfoxide / 55 °C / Inert atmosphere

2.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

3.1: N-benzyl-N,N,N-triethylammonium chloride; lithium tert-butoxide / Inert atmosphere

3.2: 85 °C / Inert atmosphere

With zirconocene dichloride; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; sodium iodide; lithium tert-butoxide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/ol301385g

Reference yield:

5-hexyl-1-ol (928-90-5) → (E)-1-(4-methoxybenzyl)-2-(3-nitrostyryl)piperidine (1380100-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / -10 °C / Inert atmosphere

2.1: sodium iodide / dimethyl sulfoxide / 55 °C / Inert atmosphere

3.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: N-benzyl-N,N,N-triethylammonium chloride; lithium tert-butoxide / Inert atmosphere

4.2: 85 °C / Inert atmosphere

With zirconocene dichloride; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; triethylamine; sodium iodide; lithium tert-butoxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ol301385g

upstream raw materials:

5-hexyl-1-ol

hex-5-ynyl methanesulphonate

Refernces