diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

Base Information

Chemical Name:diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate
CAS No.:1364054-62-5
Molecular Formula:C₂₂H₂₂BrNO₅
Molecular Weight:460.324
Hs Code.:

Synonyms:diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

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Chemical Property of diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

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Technology Process of diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

There total 4 articles about diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate 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: 67.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 1364054-59-0
4-[(4-bromobenzyl)oxy]pyridine-2,6-dicarbaldehyde

: 1364054-62-5
diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 ℃; for 0.333333h;

4-[(4-bromobenzyl)oxy]pyridine-2,6-dicarbaldehyde; In acetonitrile; at 0 - 20 ℃; for 19.5h;
DOI:10.1002/hlca.201100195

Reference yield:

: 1364054-53-4
dimethyl 4-[(4-bromobenzyl)oxy]pyridine-2,6-dicarboxylate

: 1364054-62-5
diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / methanol / 17 h / 0 - 68 °C

2.1: selenium(IV) oxide / 1,4-dioxane / 20 h / 95 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.33 h / 0 °C

3.2: 19.5 h / 0 - 20 °C

With selenium(IV) oxide; sodium tetrahydroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In 1,4-dioxane; methanol; acetonitrile; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/hlca.201100195

Reference yield:

: 1364054-57-8
{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dimethanol

: 1364054-62-5
diethyl (2E,2'E)-3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}bisprop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: selenium(IV) oxide / 1,4-dioxane / 20 h / 95 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.33 h / 0 °C

2.2: 19.5 h / 0 - 20 °C

With selenium(IV) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In 1,4-dioxane; acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/hlca.201100195