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ChemicalBook CAS DataBase List PHENYL TRIFLUOROACETATE

PHENYL TRIFLUOROACETATE synthesis

13synthesis methods
-

Yield:-

Reaction Conditions:

with trifluoroacetic anhydride at 100; for 3 h;Temperature;

Steps:


Heating a 100 mM solution of C6F5-Iin(TFA)2 at 150°C for 3 hrs in 100 mM TFAA/HTFA under 500 psi of methane or ethane (125 psi for PrH) was shown by the 1H-NMR of the crude reaction mixtures to generate the respective trifluoroacetate (TFA) mono-esters and 1 ,2-TFA-diesters (for EtH and PrH) as shown in Eq. 9: R-H + C6F5-l'"(TFA)2 R-TFA + C6F5-l' + HTFA TFAA HTFA (R = Me, Et, Pr, Ph) gq 9 1361.193W01 / TSRI Case 1560.1 PCT / FLA0129P Table 4. Conversions of Unactivated Hydrocarbons with Iodine, Selenium, and Tellurium Reagents The reactions are highly selective and no hydrocarbon derived products are observed besides the respective mono- and 1,2-di-esters (Table 5). 19F-NMR analysis of the solutions post-reaction showed that C6F5-Ini(TFA)2 is converted to C6F5-I1, as the reaction proceeds with no intermediate iodine species observed.

References:

THE SCRIPS RESEARCH INSTITUTE;PERIANA, Roy;HASHIGUCHI, Brian G.;KONNICK, Michael M.;BISCHOF, Steven M. WO2014/130987, 2014, A1 Location in patent:Page/Page column 30; 31

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