1-(cinnamyloxy)-4-nitrobenzene

Base Information

• Chemical Name: 1-(cinnamyloxy)-4-nitrobenzene
• CAS No.: 313959-69-2
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.273
• Mol file: 313959-69-2.mol

Synonyms:1-(cinnamyloxy)-4-nitrobenzene

Chemical Property of 1-(cinnamyloxy)-4-nitrobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(cinnamyloxy)-4-nitrobenzene

There total 10 articles about 1-(cinnamyloxy)-4-nitrobenzene 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: 80.0%

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8) + 3-Phenylpropenol (104-54-1) → 1-(cinnamyloxy)-4-nitrobenzene (313959-69-2)

Guidance literature:

3-Phenylpropenol; With sodium t-butanolate; In toluene; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]; In toluene; at 0 - 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1002/open.201402006

Reference yield: 68.0%

(E)-cinnamyl 4-nitrophenyl carbonate (959410-05-0) → 1-(cinnamyloxy)-4-nitrobenzene (313959-69-2) + 1-nitro-4-((1-phenylallyl)oxy)benzene

Guidance literature:

With C₃₁H₃₄N₅Ru⁽¹⁺⁾*F₆P^(1-); In tetrahydrofuran; at 25 ℃; for 3h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201500534

Reference yield: 58.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + ethyl cinnamylcarbonate (86537-61-3) → 1-(cinnamyloxy)-4-nitrobenzene (313959-69-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; C₅₆H₈₅N₃O₆S₃*Pd; In tetrahydrofuran; for 21h; Inert atmosphere; Reflux;

DOI:10.1016/j.jorganchem.2010.01.033

upstream raw materials:

C₁₆H₁₃NO₅

4-nitro-phenol

ethyl cinnamylcarbonate

3-Phenylpropenol

Downstream raw materials:

4-nitro-2-(1-phenylallyl)phenyl methanesulfonate

4-nitro-2-(1-phenylprop-1-en-1-yl)phenyl methanesulfonate

4-nitro-2-(1-phenylprop-1-en-1-yl)phenyl methanesulfonate

p-nitrophenyl methanesulfonate

Refernces

• 1、 Ghosh, Raju,Lindstedt, Erik,Jalalian, Nazli,Olofsson, Berit. "Room temperature, metal-free arylation of aliphatic alcohols". . p. 54 - 57. Retrieved 2014/05/06.
• 2、 Hou, Shili,Li, Xinyao,Xu, Jiaxi. "Mechanistic insight into the formal [1,3]-migration in the thermal claisen rearrangement". . p. 10856 - 10869. Retrieved 2013/02/23.