Ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate

Base Information

• Chemical Name: Ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate
• CAS No.: 86483-52-5
• Molecular Formula: C14H13 Cl2 F O4
• Molecular Weight: 335.159
• DSSTox Substance ID: DTXSID40699573
• Mol file: 86483-52-5.mol

Synonyms:SCHEMBL2090061;DTXSID40699573;ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate;LYOAKSDOTROZEF-UHFFFAOYSA-N;ethyl 2-(2,4-dichloro-5-fluoro-benzoyl)-3-ethoxy-acrylate;ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxy-acrylate;2-(2,4-dichloro-5-fluoro-benzoyl)-3-ethoxy-acrylic acid ethyl ester;2,4-Dichloro-alpha(ethoxymethylene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester

Chemical Property of Ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate

Chemical Property:

• PSA: 52.60000
• LogP: 3.79870
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 334.0174924
• Heavy Atom Count: 21
• Complexity: 414

Purity/Quality:

98%min ^*data from raw suppliers

(Z)-2-(2,4-DICHLORO-5-FLUORO-BENZOYL)-3-ETHOXY-ACRYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=C(C(=O)C1=CC(=C(C=C1Cl)Cl)F)C(=O)OCC

Technology Process of Ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate

There total 5 articles about Ethyl 2-(2,4-dichloro-5-fluorobenzoyl)-3-ethoxyacrylate 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:

2,4-dichloro-5-fluorobenzoyl chloride (86393-34-2) → 2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester (86483-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Mg/ethanol, CCl₄ / ethanol; toluene / 1.) 0 to -5 deg C, 2.) 12 h, room temperature

2: p-toluenesulfonic acid / H₂O / 5 h / Heating

3: acetic anhydride / 2 h / Heating

With tetrachloromethane; ethanol; acetic anhydride; toluene-4-sulfonic acid; magnesium; In ethanol; water; toluene;

Reference yield:

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate (86483-51-4) + orthoformic acid triethyl ester (122-51-0) → 2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester (86483-52-5)

Guidance literature:

With acetic anhydride; for 2h; Heating;

Reference yield:

2,4-dichloro-5-fluoroacetophenone (704-10-9) → 2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester (86483-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH / 1.5 h / 80 °C

2: Ac₂O / 2 h / 130 °C

With acetic anhydride; sodium hydride;

DOI:10.1021/jm00149a003

upstream raw materials:

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate

orthoformic acid triethyl ester

2,4-dichloro-5-fluoroacetophenone

2,4-dichloro-5-fluorobenzoyl chloride

Downstream raw materials:

(Z)-2-(2,4-Dichloro-5-fluoro-benzoyl)-3-(2-fluoro-phenylamino)-acrylic acid ethyl ester

2-(2,4-Dichlor-5-fluor-benzoyl)-3-(2-formyl-2-methylhydrazino)acrylsaeure-ethylester

(Z)-3-Cyclobutylamino-2-(2,4-dichloro-5-fluoro-benzoyl)-acrylic acid ethyl ester

(Z)-2-(2,4-Dichloro-5-fluoro-benzoyl)-3-(1-methyl-cyclopropylamino)-acrylic acid ethyl ester