3-(5-Fluoro-2-methoxyphenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(5-Fluoro-2-methoxyphenyl)prop-2-enoic acid
• CAS No.: 157518-45-1
• Molecular Formula: C10H9FO3
• Molecular Weight: 196.18
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID40694962
• Mol file: 157518-45-1.mol

Synonyms:3-(5-fluoro-2-methoxyphenyl)prop-2-enoic acid;DTXSID40694962;AKOS009455461;FT-0692725

Chemical Property of 3-(5-Fluoro-2-methoxyphenyl)prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 334.286°C at 760 mmHg
• Flash Point: 155.971°C
• PSA: 46.53000
• Density: 1.28g/cm³
• LogP: 1.93210
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

5-Fluoro-2-methoxycinnamic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)F)C=CC(=O)O

Technology Process of 3-(5-Fluoro-2-methoxyphenyl)prop-2-enoic acid

There total 5 articles about 3-(5-Fluoro-2-methoxyphenyl)prop-2-enoic acid 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: 96.6%

malonic acid (141-82-2) + 5-fluoro-2-methoxybenzaldehyde (19415-51-1) → trans-3-(5-fluoro-2-methoxyphenyl)propenoic acid (157518-45-1)

Guidance literature:

With piperidine; In pyridine; 1) room temperature, 16 h; 2) 60 deg C, 4 h; 3) 100 deg C, 3 h;

Reference yield:

methyl trans-3-(5-fluoro-2-methoxyphenyl)propenoate (175168-69-1) → trans-3-(5-fluoro-2-methoxyphenyl)propenoic acid (157518-45-1)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1021/acs.jmedchem.1c01327

Reference yield:

5-fluoro-2-methoxybenzaldehyde (19415-51-1) → trans-3-(5-fluoro-2-methoxyphenyl)propenoic acid (157518-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C

2: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 20 °C

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; dichloromethane; water; 1: |Wittig Olefination;

DOI:10.1021/acs.jmedchem.1c01327

upstream raw materials:

malonic acid

5-fluoro-2-methoxybenzaldehyde

1-fluoro-4-methoxybenzene

2-(chloromethyl)-4-fluoro-1-methoxybenzene

Downstream raw materials:

(E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(5-fluoro-2-methoxy-phenyl)-propenone

Refernces

• 1、 Vallaerda, Jerk,Appelberg, Ulf,Csoeregh, Ingeborg,Hacksell, Uli. "Stereoselectivity and Generality of the Palladium-Catalysed Cyclopropanation of α,β-Unsaturated Carboxylic Acids Derivatized with Oppolzer's Sultam". . p. 461 - 470. Retrieved 2007/10/02.