ethyl 3-(4-fluorophenyl)acrylate

Base Information

• Chemical Name: ethyl 3-(4-fluorophenyl)acrylate
• CAS No.: 24393-50-8
• Molecular Formula: C₁₁H₁₁FO₂
• Molecular Weight: 194.206
• Mol file: 24393-50-8.mol

Synonyms:ethyl p-fluorocinnamate;ethyl trans-4-fluorocinnamate;ethyl 4-fluorocinnamate;ethyl 3-(4-fluorophenyl)prop-2-enoate;ethyl (E)-3-(4-fluorophenyl)-2-propanoate;4-fluorocinnamic acid ethyl ester;

Chemical Property of ethyl 3-(4-fluorophenyl)acrylate

Chemical Property:

• Melting Point: 30 - 32 °C
• Boiling Point: 269.0±15.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.134±0.06 g/cm3(Predicted)
• LogP: 2.40200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-(4-fluorophenyl)acrylate

There total 64 articles about ethyl 3-(4-fluorophenyl)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: 100.0%

4-fluorobenzaldehyde (459-57-4) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8)

Guidance literature:

In dichloromethane; at 20 - 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.6b11851

Reference yield: 99.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-fluorobenzaldehyde (459-57-4) → ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2021.132118

Reference yield: 99.0%

4-fluoro-1-iodobenzene (352-34-1) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8)

Guidance literature:

With {1-[3-(MeO)3Si(CH₂)3]-3-Me-4-imidazolin-2-yl}2PdCl₂; sodium acetate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 6h;

DOI:10.1021/ol060129z

upstream raw materials:

4-fluorobenzaldehyde

ethyl bromoacetate

4-fluorocinnamic acid

ethanol

Downstream raw materials:

5-(4-Fluoro-benzyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

5-(4-fluorobenzyl)-2-methylthio-4-pyrimidone

5-(4-Fluoro-benzyl)-2-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethylamino]-1H-pyrimidin-4-one; hydrochloride

diethyl 2-cyano-3-(4'-fluorophenyl)glutarate

Refernces

• 1、 Ali, Wajid,Anjana, S. S.,Bhattacharya, Trisha,Chandrashekar, Hediyala B.,Goswami, Nupur,Guin, Srimanta,Maiti, Debabrata,Panda, Sanjib,Prakash, Gaurav,Saha, Argha,Sasmal, Sheuli,Sinha, Soumya Kumar. "Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites". supporting information. p. 1929 - 1940. Retrieved 2022/02/01.
• 2、 Anderson, James C.,Bouvier-Israel, Eva,Rundell, Christopher D.,Zhang, Xiangyu. "Asymmetric synthesis of piperidines using the nitro-Mannich reaction☆". . . Retrieved 2020/12/21.