diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate

Base Information

• Chemical Name: diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate
• CAS No.: 1446318-01-9
• Molecular Formula: C₁₄H₁₈FO₃P
• Molecular Weight: 284.267
• Mol file: 1446318-01-9.mol

Synonyms:diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate

Chemical Property of diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate

There total 4 articles about diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate 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: 87.0%

C10H8BrF + phosphonic acid diethyl ester (762-04-9) → diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate (1446318-01-9)

Guidance literature:

With copper(l) iodide; caesium carbonate; cobalt acetylacetonate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 10h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c6nj02247b

Reference yield: 71.0%

C12H11FO2 (1446317-99-2) + phosphonic acid diethyl ester (762-04-9) → diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate (1446318-01-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; In toluene; for 12h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2012.725795

Reference yield:

4-(4-Fluorophenyl)-3-butynol → diethyl ((1E,3E)-4-(4-fluorophenyl)buta-1,3-dien-1-yl)phosphonate (1446318-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / Schlenk technique; Inert atmosphere; Reflux

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; In dichloromethane; toluene;

DOI:10.1080/00397911.2012.725795

upstream raw materials:

C₁₂H₁₁FO₂

phosphonic acid diethyl ester

4-fluorophenylacetaldehyde