Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate
• CAS No.: 101987-86-4
• Molecular Formula: C11H8ClF3O3
• Molecular Weight: 280.631
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID90448957
• Wikidata: Q72473858
• Mol file: 101987-86-4.mol

Synonyms:101987-86-4;Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate;ETHYL 3-CHLORO-2,4,5-TRIFLUOROBENZOYLACETATE;Ethyl beta-(3-chloro-2,4,5-trifluorophenyl)-beta-oxopropionate;Ethyl3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate;C11H8ClF3O3;Ethyl 2-(3-chloro-2,4,5-trifluorobenzoyl)acetate;SCHEMBL3190199;DTXSID90448957;LZMXLCPYJNRWNQ-UHFFFAOYSA-N;BCP10400;AB2837;MFCD09037898;3-(3-CHLORO-2,4,5-TRIFLUORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER;AKOS005762853;AM85449;AC-22721;DS-15133;FT-0697180;J-520862;3-Chloro-2,4,5-trifluoro-beta-oxo-benzenepropanoic acid ethyl ester;Benzenepropanoic acid, 3-chloro-2,4,5-trifluoro-beta-oxo-, ethyl ester

Chemical Property of Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 80-83 °C
• Refractive Index: 1.484
• Boiling Point: 325.25 °C at 760 mmHg
• PKA: 10.32±0.50(Predicted)
• Flash Point: 129.961 °C
• PSA: 43.37000
• Density: 1.413 g/cm³
• LogP: 2.89320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 280.0114063
• Heavy Atom Count: 18
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-?(3-?Chloro-?2,?4,?5-?trifluorophenyl)?-?3-?oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC(=C(C(=C1F)Cl)F)F
• Uses: Ethyl 3-?(3-?Chloro-?2,?4,?5-?trifluorophenyl)?-?3-?oxopropanoate is a reagent used in the preparation of fluoroquinolone derivatives as antibacterial and antimycobacterial agents.

Technology Process of Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate

There total 5 articles about Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate 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:

dipyridyl + hydrogen ethyl malonate (1071-46-1) + 3-Chloro-2,4,5-trifluorobenzoyl chloride (101513-78-4) → ethyl β-(3-chloro-2,4,5-trifluorophenyl)-β-oxopropionate (101987-86-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran;

Reference yield:

C14H12ClF3O5 → ethyl β-(3-chloro-2,4,5-trifluorophenyl)-β-oxopropionate (101987-86-4)

Guidance literature:

With toluene-4-sulfonic acid; In water; for 5h; Reflux;

DOI:10.1016/j.bmcl.2016.03.050

Reference yield:

3-Chloro-2,4,5-trifluorobenzoic acid (101513-77-3) → ethyl β-(3-chloro-2,4,5-trifluorophenyl)-β-oxopropionate (101987-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux

2.1: magnesium / tetrachloromethane; ethanol / 3.25 h / Reflux

2.2: 2.33 h / -10 °C

3.1: toluene-4-sulfonic acid / water / 5 h / Reflux

With thionyl chloride; toluene-4-sulfonic acid; magnesium; In tetrachloromethane; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.03.050

upstream raw materials:

ethyl potassium malonate

3-Chloro-2,4,5-trifluorobenzoyl chloride

hydrogen ethyl malonate

3-Chloro-2,4,5-trifluorobenzoic acid

Downstream raw materials:

ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

ethyl 8-chloro-6,7-difluoro-1-(4-fluoro-3-methoxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

delafloxacin

8-chloro-6,7-difluoro-1-[(1R,2S)-cis-2-fluoro-1-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Refernces

• 1、 Huang, Ju,Wang, Minghua,Wang, Bin,Wu, Zhaoyang,Liu, Mingliang,Feng, Lianshun,Zhang, Jun,Li, Xiaoning,Yang, Yang,Lu, Yu. "Synthesis, antimycobacterial and antibacterial activity of 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety". . p. 2262 - 2267. Retrieved 2016/04/20.
• 2、 -. "Antibacterial agents". . . Retrieved 2008/06/13.