ChemicalBook CAS DataBase List 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE

1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE synthesis

10synthesis methods

Product Name:1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE
CAS Number:154598-53-5
Molecular formula:C8H5ClF3NO
Molecular Weight:223.58

4-Chloro-2-(trifluoroacetyl)aniline hydrochloride

173676-59-0
205 suppliers
$14.00/1g

1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE

154598-53-5
95 suppliers
$60.00/100mg

Yield: 99%

Reaction Conditions:

with sodium hydrogencarbonate in water at 20; for 0.05 h;Inert atmosphere;Schlenk technique;

Steps:

3.2.1. Synthesis of 1-(2-Amino-5-chlorophenyl)-2,2,2-trifluoroethanone (2g): Removal of HCl andH2O from 2g-HCl-H2O
A hydrochloride-hydrate adduct of 2g (407 mg, 1.46 mmol) was placed in a 15-mL screw-capvial. To this, a saturated NaHCO3 aqueous solution (2.0 mL) was added, and the resulting mixturewas stirred at room temperature for 3 min. The aqueous phase was extracted with EtOAc (5 mL × 3).The combined organic layer was washed with brine (2 mL) and then dried over anhydrous sodiumsulfate (Na2SO4). Filtration and evaporation of the solvent left a residue, which was successivelypassed through a pad of silica gel using EtOAc to give analytically pure 2g in 99% yield (324 mg) as ayellow solid (m.p. 92-94 °C). Compound 2g has already appeared in the literature [87], and itsspectral and analytical data are in good agreement with those reported. Accordingly, only the1H-NMR data are provided here. 1H-NMR (400 MHz, CDCl3) δ 6.47 (bs, 2H), 6.70 (d, J = 8.9 Hz, 1H),7.33 (dd, J = 9.0, 2.4 Hz, 1H), 7.66-7.75 (m, 1H).

References:

Yonekura, Kyohei;Shinoda, Mika;Yonekura, Yuko;Tsuchimoto, Teruhisa [Molecules,2018,vol. 23,# 4,art. no. 838]