2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate

Base Information

• Chemical Name: 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate
• CAS No.: 160969-03-9
• Molecular Formula: C11H13F3O5S
• Molecular Weight: 314.282
• Hs Code.: 2909499000
• European Community (EC) Number: 801-482-2
• DSSTox Substance ID: DTXSID60441213
• Nikkaji Number: J2.330.033H
• Wikidata: Q72511099
• Mol file: 160969-03-9.mol

Synonyms:160969-03-9;2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate;2-(2-(2,2,2-Trifluoroethoxy)phenoxy)ethyl methanesulfonate;2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl (methanesulfonate);2-[2-Trifluoroethoxyphenoxy]ethyl methanesulfonate;2-(2-(2,2,2-Trifluoroethoxy)phenoxy)ethylmethanesulfonate;Ethanol, 2-[2-(2,2,2-trifluoroethoxy)phenoxy]-, 1-methanesulfonate;methanesulfonic acid 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl ester;AK-87340;SCHEMBL523880;DTXSID60441213;BCP12487;CS-M1431;MFCD16038209;AKOS015890261;AC-23949;AS-18730;Trifluoroethoxyphenoxy]ethyl methanesulfonate;AM20090781;FT-0658216;T3505;F16044;A810209;Benzoic acid,3-amino-5-fluoro-4-methyl-,Ethyl ester;2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methansulfonate;2-2-(2,2,2-Trifluoroethoxy)phenoxyethyl methanesulfonate;2-(2-(2,2,2-Trifluoroethoxy)phenoxy)-ethyl methanesulfonate

Chemical Property of 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 52.0 to 56.0 °C
• Refractive Index: 1.469
• Boiling Point: 396.401 °C at 760 mmHg
• Flash Point: 193.537 °C
• PSA: 70.21000
• Density: 1.362 g/cm³
• LogP: 3.06350
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 314.04357917
• Heavy Atom Count: 20
• Complexity: 377

Purity/Quality:

2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,C
• Hazard Codes: T:;;
  MSDS Files:

  SDS file from LookChem

  Useful:
  • Canonical SMILES: CS(=O)(=O)OCCOC1=CC=CC=C1OCC(F)(F)F
  • Uses: 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate is an intermediate of Silodosin (S465000) which is an α1a-adrenoceptor antagonist and used in the treatment of benign prostatic hypertophy.

Technology Process of 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate

There total 11 articles about 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate 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: 92.5%

methanesulfonyl chloride (124-63-0) + 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethanol (160969-02-8) → 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene (160969-03-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h; Reflux;

Reference yield:

ethyl bromoacetate (105-36-2) + 2-O-(2,2,2-trifluoroethyl)catechol (160968-99-0) → ethyl 2-(2,2,2-trifluoroethoxy)phenoxyacetate (160969-01-7) + 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene (160969-03-9)

Guidance literature:

With potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

2-(2-hydroxy-phenoxy)-ethanol (4792-78-3) → 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene (160969-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.8 g / K₂CO₃ / dimethylformamide / 18 h / 100 °C

2: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

With potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970166j

upstream raw materials:

methanesulfonyl chloride

2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethanol

2-(2-hydroxy-phenoxy)-ethanol

benzene-1,2-diol

Downstream raw materials:

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

2,3-dihydro-1-[3-(benzoyloxy)propyl]-5-[(2R)-2-[[2-[(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile

1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

Refernces

• 1、 -. "NOVEL PROCESS FOR THE SYNTHESIS OF PHENOXYETHYL DERIVATIVES". Page/Page column 23. . Retrieved 2011/09/19.
• 2、 -. "1,5,7-trisubstituted indoline compounds and salts thereof". . . Retrieved 2008/06/13.