(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

Base Information

Chemical Name:(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate
CAS No.:1399175-53-1
Molecular Formula:C₃₁H₃₀ClN₃O₄
Molecular Weight:544.05
Hs Code.:

Synonyms:(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

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Technology Process of (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

There total 3 articles about (2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate 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%

: 2495-35-4,25036-21-9
benzylacrylate

: 1399175-05-3
(E)-1-((3-chlorophenyl)diazenyl)piperidine

: 1399175-37-1
(E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

: 1399175-53-1
(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

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:

: 110-89-4
piperidine

: 1399175-37-1
(E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

: 1399175-53-1
(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

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:

: 108-42-9
3-chloro-aniline

: 1399175-37-1
(E)-benzyl 3-(4-chloro-2-((E)-piperidin-1-yldiazenyl)phenyl)acrylate

: 1399175-53-1
(2E,2'E)-benzyl-3,3'-(4-chloro-2-((E)-piperidin-1-yldiazenyl)-1,3-phenylene)diacrylate

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