2-(4-methoxyphenyl)propenoic acid ethyl eter

Base Information

• Chemical Name: 2-(4-methoxyphenyl)propenoic acid ethyl eter
• CAS No.: 39729-00-5
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• Mol file: 39729-00-5.mol

Synonyms:2-(4-methoxyphenyl)propenoic acid ethyl eter

Chemical Property of 2-(4-methoxyphenyl)propenoic acid ethyl eter

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-methoxyphenyl)propenoic acid ethyl eter

There total 14 articles about 2-(4-methoxyphenyl)propenoic acid ethyl eter 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: 98.0%

2-bromo-acrylic acid ethyl ester (5459-35-8) + para-iodoanisole (696-62-8) → 2-(4-methoxyphenyl)propenoic acid ethyl eter (39729-00-5)

Guidance literature:

2-bromo-acrylic acid ethyl ester; With naphthalene; tetraethylammonium perchlorate; zinc; In N,N-dimethyl-formamide; at -20 ℃; for 1h;

para-iodoanisole; dichlorobis(tri-O-tolylphosphine)palladium; In N,N-dimethyl-formamide; at 70 ℃; for 3h;

DOI:10.1055/s-2001-18773

Reference yield: 98.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2-bromo-acrylic acid ethyl ester (5459-35-8) → 2-(4-methoxyphenyl)propenoic acid ethyl eter (39729-00-5)

Guidance literature:

With dichlorobis(tri-O-tolylphosphine)palladium; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1016/S0040-4020(02)00830-X

Reference yield: 97.0%

ethyl (p-methoxyphenyl)oxoacetate (40140-16-7) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-(4-methoxyphenyl)propenoic acid ethyl eter (39729-00-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 20 ℃; for 1.25h; Inert atmosphere;

ethyl (p-methoxyphenyl)oxoacetate; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201904411

upstream raw materials:

formaldehyd

diethyl 2-(4-metoxyphenyl)-3-oxobutanedioate

methanol

2-bromo-acrylic acid ethyl ester

Downstream raw materials:

3-(2-(4-methoxyphenyl)acryloyl)oxazolidin-2-one

C₁₉H₁₉NO₄S

2-(4-methoxyphenyl)allylalcohol

2-(4'-methoxyphenyl)-3-(pyrrol-1-yl)propionic acid

Refernces

• 1、 Sullivan, Ryan J.,Freure, Garrett P.R.,Newman, Stephen G.. "Overcoming Scope Limitations in Cross-Coupling of Diazo Nucleophiles by Manipulating Catalyst Speciation and Using Flow Diazo Generation". . p. 5623 - 5630. Retrieved 2019/06/05.
• 2、 Takahashi, Keita,Ogiwara, Yohei,Sakai, Norio. "Palladium-Catalyzed Reductive Coupling Reaction of Terminal Alkynes with Aryl Iodides Utilizing Hafnocene Difluoride as a Hafnium Hydride Precursor Leading to trans-Alkenes". supporting information. p. 809 - 814. Retrieved 2018/03/13.