3-(TRIFLUOROACETYLAMINO)-1-PROPANOL synthesis

6synthesis methods

Product Name:3-(TRIFLUOROACETYLAMINO)-1-PROPANOL
CAS Number:78008-15-8
Molecular formula:C5H8F3NO2
Molecular Weight:171.12

383-63-1 Synthesis

383-63-1
476 suppliers
$10.00/25g

156-87-6
453 suppliers
$5.00/10g

78008-15-8
22 suppliers
$620.24/1ML

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]

431-47-0 Synthesis