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78008-15-8

3-(TRIFLUOROACETYLAMINO)-1-PROPANOL synthesis

6synthesis methods
-

Yield:78008-15-8 100%

Reaction Conditions:

at 0 - 20;

Steps:

4.1.2 General procedure for the synthesis of 23 and 24

General procedure: To a cooled solution (0°C) of the appropriate aminoalcohol (1 eq) was added dropwise ethyltrifluoroacetate (1.2 eq) and the resulting mixture was stirred at room temperature of 2h. The solvent was evaporated in vacuum and the product obtained was used without further purification. 4.1.2.1 2,2,2-Trifluoro-N-(3-hydroxypropyl)acetamide (23) Yellow oil, quantitative yield; 1H NMR (400MHz, CDCl3) δ 1.70-1.78 (m, 2H), 3.18 (t, 2H, J=5.1Hz), 3.69 (brs, 1H, exch D2O), 3.52 (t, 2H, J=4.8Hz), 8.74 (brs, 1H, exch D2O) ; 13C NMR (100MHz, CDCl3) δ 30.5, 38.4, 61.0, 115.9, 157.8 ; HMRS (esi) m/z calcd for C5H9F3NO2 [M+H] 172.0585, found 172.0576.

References:

Milelli, Andrea;Marchetti, Chiara;Greco, Maria Laura;Moraca, Federica;Costa, Giosuè;Turrini, Eleonora;Catanzaro, Elena;Betari, Nibal;Calcabrini, Cinzia;Sissi, Claudia;Alcaro, Stefano;Fimognari, Carmela;Tumiatti, Vincenzo;Minarini, Anna [European Journal of Medicinal Chemistry,2017,vol. 128,p. 107 - 122]

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