(E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

Base Information

• Chemical Name: (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate
• CAS No.: 1399175-37-1
• Molecular Formula: C₂₁H₂₂ClN₃O₂
• Molecular Weight: 383.878
• Mol file: 1399175-37-1.mol

Synonyms:(E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

Chemical Property of (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

There total 3 articles about (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate 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: 63.0%

benzylacrylate (2495-35-4,25036-21-9) + (E)-1-((3-chlorophenyl)diazenyl)piperidine (1399175-05-3) → (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate (1399175-37-1) + (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate (1399175-53-1)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) acetate monohydrate; In methanol; at 90 ℃; Inert atmosphere;

DOI:10.1002/anie.201203230

Reference yield:

piperidine (110-89-4) → (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate (1399175-37-1) + (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate (1399175-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; acetonitrile / -5 - 0 °C / Inert atmosphere

1.2: 0.5 h / -5 - 0 °C / Inert atmosphere

1.3: 1 h / 0 - 20 °C / Inert atmosphere

2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) acetate monohydrate / methanol / 90 °C / Inert atmosphere

With hydrogenchloride; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) acetate monohydrate; In methanol; water; acetonitrile; 2.1: Heck reaction;

DOI:10.1002/anie.201203230

Reference yield:

3-chloro-aniline (108-42-9) → (E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate (1399175-37-1) + (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate (1399175-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; acetonitrile / -5 - 0 °C / Inert atmosphere

1.2: 0.5 h / -5 - 0 °C / Inert atmosphere

1.3: 1 h / 0 - 20 °C / Inert atmosphere

2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) acetate monohydrate / methanol / 90 °C / Inert atmosphere

With hydrogenchloride; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) acetate monohydrate; In methanol; water; acetonitrile; 2.1: Heck reaction;

DOI:10.1002/anie.201203230

upstream raw materials:

piperidine

benzylacrylate

(E)-1-((3-chlorophenyl)diazenyl)piperidine

3-chloro-aniline