ETHYL 3-(3-PYRIDYL)ACRYLATE

Base Information

• Chemical Name: ETHYL 3-(3-PYRIDYL)ACRYLATE
• CAS No.: 59607-99-7
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• Mol file: 59607-99-7.mol

Synonyms:3-Pyridin-3-ylacrylicacidethylester

Chemical Property of ETHYL 3-(3-PYRIDYL)ACRYLATE

Chemical Property:

• Vapor Pressure: 0.00284mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 90-92°C/1 mm
• Flash Point: 126.3°C
• PSA: 39.19000
• Density: 1.106g/cm³
• LogP: 1.65790
• Storage Temp.: Refrigerator

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl(E)-3-(3-pyridinyl)-2-propenoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ethyl 3-(3-Pyridyl)acrylate (cas# 59607-99-7) is a compound useful in organic synthesis.

Technology Process of ETHYL 3-(3-PYRIDYL)ACRYLATE

There total 32 articles about ETHYL 3-(3-PYRIDYL)ACRYLATE 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: 99.0%

3-pyridinecarboxaldehyde (500-22-1) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl (E)-3-(pyridin-3-yl)acrylate (59607-99-7,28447-17-8)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at -40 - 20 ℃;

3-pyridinecarboxaldehyde; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/b508634e

Reference yield: 99.0%

3-pyridinecarboxaldehyde (500-22-1) + hydrogen ethyl malonate (1071-46-1) → ethyl (E)-3-(pyridin-3-yl)acrylate (59607-99-7,28447-17-8)

Guidance literature:

With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]}; In N,N-dimethyl-formamide; at 50 ℃; optical yield given as %de; stereoselective reaction;

DOI:10.1055/s-0030-1260808

Reference yield: 97.2%

3-Bromopyridine (626-55-1,163928-56-1) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-(pyridin-3-yl)acrylate (59607-99-7,28447-17-8)

Guidance literature:

With [PdCl{[(η⁵-C5H5)]Fe[(η⁵-C5H3)CH=NCy]}(PCy3)]; triethylamine; In N,N-dimethyl-formamide; at 140 ℃; for 16h;

DOI:10.1039/b608825b

upstream raw materials:

(E)-3-(2-pyridyl)acrylic acid

3-pyridinecarboxaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

ethyl acetate

Downstream raw materials:

3-(pyridin-3-yl)prop-2-en-1-ol

ethyl (1R,2R)-2-(pyridin-3-yl)cyclopropane-1-carboxylate

(E)-3-(3-pyridyl)acrylic acid chloride

(trans)-ethyl-2-(pyridin-3-yl)cyclopropanecarboxylate

Refernces

• 1、 Baumann, Andreas N.,Dechent, Jonas,Didier, Dorian,Jagau, Thomas C.,Müller, Nicolas,Music, Arif. "Electro-Olefination—A Catalyst Free Stereoconvergent Strategy for the Functionalization of Alkenes". supporting information. . Retrieved 2020/07/04.
• 2、 Chen, Dong-Dong,Zhang, Bing-Yu,Liu, Xiu-Xiu,Li, Xing-Qiang,Yang, Xin-Juan,Zhou, Le. "Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi". supporting information. p. 1149 - 1153. Retrieved 2018/03/05.