Ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate

Base Information

• Chemical Name: Ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate
• CAS No.: 193482-31-4
• Molecular Formula: C₁₂H₁₃FO₃
• Molecular Weight: 224.232
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID70443763
• Nikkaji Number: J842.659G
• Mol file: 193482-31-4.mol

Synonyms:193482-31-4;ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate;2-Fluoro-2-methyl-3-oxo-3-phenyl-propionic acid ethyl ester;2-fluoro-2-methyl-3-oxo-3-phenylpropionic acid ethyl ester;DTXSID70443763;MFCD03844751;2-Fluoro-2-benzoylpropionic acid ethyl ester;F51470;ethyl2-fluoro-2-methyl-3-oxo-3-phenylpropanoate;2-Fluoro-2-methyl-3-oxo-3-phenyl-propionic acidethyl ester;2-fluoro-2-methyl-3-oxo-3-phenylpropanoic acid ethyl ester

Chemical Property of Ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate

Chemical Property:

• Boiling Point: 289.2±20.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.144±0.06 g/cm3(Predicted)
• LogP: 2.16060
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 224.08487243
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

99%min ^*data from raw suppliers

SG000218:2-Fluoro-2-methyl-3-oxo-3-phenyl-propionicacidethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate

There total 18 articles about Ethyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate 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: 60.0%

(S)-3-ethoxy-2-fluoro-2-methyl-3-oxopropanoic acid chloride (106815-06-9) → (S)-ethyl 2-methyl-2-fluoro-3-oxo-3-phenylpropanoate (106815-16-1,106815-12-7,193482-31-4)

Guidance literature:

In diethyl ether; at -60 ℃; for 5h;

DOI:10.1016/S0022-1139(00)81437-2

Reference yield: 55.0%

ethyl 2-benzoylpropionate (10488-87-6) → ethyl 2-difluoro-2-methyl-3-oxo-3-phenylpropanoate (193482-31-4)

Guidance literature:

With 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole; triethylamine tris(hydrogen fluoride); at 60 ℃; for 168h; Inert atmosphere;

DOI:10.1039/c3cc44792h

Reference yield: 54.0%

ethanol (64-17-5) + (R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (144462-33-9,765271-39-4) → (R)-ethyl 2-methyl-2-fluoro-3-oxo-3-phenylpropanoate (106815-12-7,106815-16-1,193482-31-4)

Guidance literature:

With toluene-4-sulfonic acid; for 29h; Heating;

DOI:10.1016/S0957-4166(00)86035-8

upstream raw materials:

(S)-3-ethoxy-2-fluoro-2-methyl-3-oxopropanoic acid chloride

(S)-(-)-α-fluoro-α-methylmalonic acid monoethyl ester

ethyl 2-benzoylpropionate

1-phenyl-propan-1-one

Refernces

• 1、 Hintermann, Lukas,Togni, Antonio. "Catalytic enantioselective fluorination of β-ketoesters". . p. 4359 - 4362. Retrieved 2000.
• 2、 Wang, Yifeng,Wang, Haojiang,Jiang, Yidong,Zhang, Cheng,Shao, Juanjuan,Xu, Danqian. "Fast, solvent-free and highly enantioselective fluorination of β-keto esters catalyzed by chiral copper complexes in a ball mill". supporting information. p. 1674 - 1677. Retrieved 2017/06/05.
• 3、 Geary, Gemma C.,Hope, Eric G.,Singh, Kuldip,Stuart, Alison M.. "Electrophilic fluorination using a hypervalent iodine reagent derived from fluoride". supporting information. p. 9263 - 9265. Retrieved 2013/10/01.