Ethyl-4-(trifluoroMethoxy) benzoate

Base Information

• Chemical Name: Ethyl-4-(trifluoroMethoxy) benzoate
• CAS No.: 587-18-8
• Molecular Formula: C10H9F3O3
• Molecular Weight: 234.175
• Hs Code.: 2918990090
• Mol file: 587-18-8.mol

Synonyms:Ethyl-4-(trifluoroMethoxy) benzoate

Chemical Property of Ethyl-4-(trifluoroMethoxy) benzoate

Chemical Property:

• PSA: 35.53000
• LogP: 2.76190

Purity/Quality:

99% ^*data from raw suppliers

4-Trifluoromethoxybenzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl-4-(trifluoroMethoxy) benzoate

There total 10 articles about Ethyl-4-(trifluoroMethoxy) benzoate 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%

1-bromo-4-(trifluoromethoxy)benzene (407-14-7) + potassium monoethyl oxalate (1906-57-6) → 4-trifluoromethoxy-benzoic acid ethyl ester (587-18-8)

Guidance literature:

With palladium(II) trifluoroacetate; 1,3-bis-(diphenylphosphino)propane; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 16h; Inert atmosphere;

Reference yield: 80.0%

ethyl 4-(tributylstannyl)benzoate (294210-67-6) + tris(dimethylamino)sulfonium trifluoromethoxide (96898-10-1) → 4-trifluoromethoxy-benzoic acid ethyl ester (587-18-8)

Guidance literature:

ethyl 4-(tributylstannyl)benzoate; tris(dimethylamino)sulfonium trifluoromethoxide; With trifluoromethyl trifluoromethanesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; at -30 ℃; Inert atmosphere;

With silver(I) hexafluorophosphate; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(hexafluorophosphate); In tetrahydrofuran; acetone; at -30 - 23 ℃; Inert atmosphere; Darkness;

DOI:10.1021/ja204861a

Reference yield: 67.0%

α,α-difluoro[4-(ethoxycarbonyl)phenoxy]acetic acid → 4-trifluoromethoxy-benzoic acid ethyl ester (587-18-8)

Guidance literature:

With trifluorormethanesulfonic acid; selectfluor II; silver nitrate; In water; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b01779

upstream raw materials:

1-bromo-4-(trifluoromethoxy)benzene

potassium monoethyl oxalate

ethyl 4-(tributylstannyl)benzoate

tris(dimethylamino)sulfonium trifluoromethoxide

Downstream raw materials:

4-trifluoromethoxybenzyl alcohol

2-(pyridin-4-yl)-1-(4-trifluoromethoxyphenyl)ethanone

4-[4-oxo-3-pyridin-4-yl-4-(4-trifluoromethoxy-phenyl)-butyryl]-piperidine-1-carboxylic acid benzyl ester

4-[4-pyridin-4-yl-5-(4-trifluoromethoxy-phenyl)-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester

Refernces

• 1、 Yoritate, Makoto,Londregan, Allyn T.,Lian, Yajing,Hartwig, John F.. "Sequential Xanthalation and O-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers". . p. 15767 - 15776. Retrieved 2019/12/04.
• 2、 Lauber, Birgit S.,Hardegger, Leo A.,Asraful, Alam K.,Lund, Bjarte A.,Dumele, Oliver,Harder, Michael,Kuhn, Bernd,Engh, Richard A.,Diederich, Fran?ois. "Addressing the Glycine-Rich Loop of Protein Kinases by a Multi-Facetted Interaction Network: Inhibition of PKA and a PKB Mimic". supporting information. p. 211 - 221. Retrieved 2016/01/25.