Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate

Base Information

• Chemical Name: Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate
• CAS No.: 85465-51-6
• Molecular Formula: C13H15FO3
• Molecular Weight: 238.259
• DSSTox Substance ID: DTXSID601246312
• Mol file: 85465-51-6.mol

Synonyms:Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate;85465-51-6;SCHEMBL10831025;DTXSID601246312

Chemical Property of Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 238.10052250
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(CF)C1=CC(=CC=C1)OC

Technology Process of Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate

There total 4 articles about Ethyl 4-fluoro-3-(3-methoxyphenyl)-2-butenoate 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: 80.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 2-fluoro-1-(3-methoxyphenyl)ethan-1-one (85465-50-5) → ethyl 3-(3'-methoxyphenyl)-4-fluoro-2-butenoate (85465-51-6)

Guidance literature:

With sodium hydride; In toluene; for 0.5h; < 15 deg C;

DOI:10.1021/ja00323a050

Reference yield:

2-bromo-3'-methoxyacetophenone (5000-65-7) → ethyl 3-(3'-methoxyphenyl)-4-fluoro-2-butenoate (85465-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / KHF₂ / various solvent(s) / 3 h / 100 °C

2: 80 percent / NaH / toluene / 0.5 h / < 15 deg C

With potassium hydrogen bifluoride; sodium hydride; In toluene;

DOI:10.1021/ja00323a050

Reference yield:

1-(3-Methoxyphenyl)ethanone (586-37-8) → ethyl 3-(3'-methoxyphenyl)-4-fluoro-2-butenoate (85465-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Br₂ / CHCl₃ / 3 h / 0 °C

2: 54 percent / KHF₂ / various solvent(s) / 3 h / 100 °C

3: 80 percent / NaH / toluene / 0.5 h / < 15 deg C

With potassium hydrogen bifluoride; bromine; sodium hydride; In chloroform; toluene;

DOI:10.1021/ja00323a050

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

2-fluoro-1-(3-methoxyphenyl)ethan-1-one

2-bromo-3'-methoxyacetophenone

1-(3-Methoxyphenyl)ethanone

Downstream raw materials:

C₁₃H₁₇FO

(E)-β-fluoromethylene-m-tyramine

MDL 72394

(Z)-2-Bromo-4-fluoro-3-(3-methoxy-phenyl)-but-2-enoic acid ethyl ester