(E)-β-(4-methoxyphenyl)cinnamic aldehyde

Base Information

• Chemical Name: (E)-β-(4-methoxyphenyl)cinnamic aldehyde
• CAS No.: 120553-80-2
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.286
• Mol file: 120553-80-2.mol

Synonyms:(E)-β-(4-methoxyphenyl)cinnamic aldehyde

Chemical Property of (E)-β-(4-methoxyphenyl)cinnamic aldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-β-(4-methoxyphenyl)cinnamic aldehyde

There total 19 articles about (E)-β-(4-methoxyphenyl)cinnamic aldehyde 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: 100.0%

para-iodoanisole (696-62-8) + 3-phenyl-propenal (104-55-2) → 3-(4-methoxyphenyl)-3-phenylacrylaldehyde (120553-80-2,120555-67-1,17665-70-2)

Guidance literature:

With silver(I) acetate; palladium diacetate; In acetic acid; at 110 ℃; for 6h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

DOI:10.1002/aoc.4159

Reference yield: 64.0%

3-chloro-3-(4-methoxyphenyl)acrylaldehyde (14063-79-7) + phenylboronic acid (98-80-6) → 3-(4-methoxyphenyl)-3-phenylacrylaldehyde (120553-80-2,120555-67-1,17665-70-2)

Guidance literature:

With C₂₄H₂₂ClN₃OPdSe; potassium carbonate; In water; at 110 ℃; for 3h;

DOI:10.1016/j.jorganchem.2021.121752

Reference yield: 62.0%

3-Phenylpropenol (104-54-1) + para-iodoanisole (696-62-8) → 3-(4-methoxyphenyl)-3-phenylacrylaldehyde (120553-80-2,120555-67-1,17665-70-2) + 3-(4-methoxyphenyl)-3-phenylpropanal (92804-32-5) + (E)-3-(4-Methoxy-phenyl)-3-phenyl-prop-2-en-1-ol (178323-48-3) + (Z)-2-(4-methoxyphenyl)-3-phenylprop-2-en-1-ol (763130-26-3)

Guidance literature:

With tetrabutyl-ammonium chloride; tetrabutylammonium acetate; palladium diacetate; In toluene; at 90 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0028-1087912

upstream raw materials:

acetaldehyde N-tert-butylimine

4-Methoxybenzophenone

(E)-3-phenylpropenal

para-iodoanisole

Downstream raw materials:

(R)-3-(4-methoxyphenyl)-3-phenylpropanal

(S)-3-(4-methoxyphenyl)-3-phenylpropanal

2-(4-methoxyphenyl)-2-phenyl-2H-benzopyran

(E,E)-5-(4-methoxyphenyl)-5-phenyl-2,4-pentadienoic acid 4-nitrophenyl ester

Refernces

• 1、 Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Raut, Pallavi K.,Patil, Dharmaraj J.,Tv, Neethu,Sudhakaran, Shana,Iyer, Suresh. "Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity". supporting information. p. 3796 - 3803. Retrieved 2020/09/01.
• 2、 Bao, Yan,Wang, Gao-Yin,Zhang, Ya-Xuan,Bian, Kang-Jie,Wang, Xi-Sheng. "Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent". . p. 2986 - 2990. Retrieved 2018/03/23.