Ethyl 3-fluorocinnamate

Base Information

• Chemical Name: Ethyl 3-fluorocinnamate
• CAS No.: 351-46-2
• Molecular Formula: C11H11 F O2
• Molecular Weight: 194.206
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID701287636
• Mol file: 351-46-2.mol

Synonyms:Ethyl 3-fluorocinnamate;3-(3-Fluorophenyl)acrylic acid ethyl ester;DTXSID701287636;AKOS017265377;Ethyl 3-(3-fluorophenyl)-2-propenoate;NCI60_012170

Chemical Property of Ethyl 3-fluorocinnamate

Chemical Property:

• Vapor Pressure: 0.00744mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 269°C at 760 mmHg
• Flash Point: 113°C
• PSA: 26.30000
• Density: 1.134g/cm³
• LogP: 2.40200
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.07430775
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 3-(3-fluorophenyl)acrylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC(=CC=C1)F

Technology Process of Ethyl 3-fluorocinnamate

There total 20 articles about Ethyl 3-fluorocinnamate 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%

ethyl (triphenylphosphoranylidene)acetate (1099-45-2) + 3-Fluorobenzaldehyde (456-48-4) → 3-(3-Fluorophenyl)acrylic acid ethyl ester (351-46-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

DOI:10.1080/00397911.2018.1455212

Reference yield: 95.0%

ethanol (64-17-5) + 3-Fluorocinnamic acid (20595-30-6) → 3-(3-Fluorophenyl)acrylic acid ethyl ester (351-46-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2011.12.013

Reference yield: 95.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-Fluorobenzaldehyde (456-48-4) → 3-(3-Fluorophenyl)acrylic acid ethyl ester (351-46-2)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

3-Fluorobenzaldehyde; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2010.03.003

upstream raw materials:

3-fluorocinnamic acid

ethanol

ethyl (triphenylphosphoranylidene)acetate

3-Fluorobenzaldehyde

Downstream raw materials:

(E)-3-(3-fluorophenyl)prop-2-en-1-ol

(R)-tert-butyl 3-((2R,3S)-2-((E)-3-fluorostyryl)-4-oxo-3-((S)-2-oxo-4-phenyloxazolidin-3-yl)azetidin-1-yl)-4-oxo-4-(((R)-1-phenylethyl)amino)butanoate

(R)-3-((2R,3S)-2-((E)-3-fluorostyryl)-4-oxo-3-((S)-2-oxo-4-phenyloxazolidin-3-yl)azetidin-1-yl)-4-oxo-4-(((R)-1-phenylethyl)amino)butanoic acid

(R)-4-([1,4'-bipiperidin]-1'-yl)-2-((2R,3S)-2-((E)-3-fluorostyryl)-4-oxo-3-((S)-2-oxo-4-phenyloxazolidin-3-yl)azetidin-1-yl)-4-oxo-N-((R)-1-phenylethyl)butanamide

Refernces

• 1、 Suárez-Escobedo, Laura,Gotor-Fernández, Vicente. "Solvent role in the lipase-catalysed esterification of cinnamic acid and derivatives. Optimisation of the biotransformation conditions". . . Retrieved 2021/02/05.
• 2、 Cordier, Christopher J.,Spivey, Alan C.,White, Andrew J. P.,Williams, Alexander F.. "Meta -Selective C-H functionalisation of aryl boronic acids directed by a MIDA-derived boronate ester". . p. 3301 - 3306. Retrieved 2020/04/08.