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ChemicalBook CAS DataBase List Trifluoroacetamide
354-38-1

Trifluoroacetamide synthesis

8synthesis methods
One-pot synthetic approach to produce trifluoroacetamide has been developed using an electrochemical method with the B12 complex as a catalyst under mild conditions, in open air at room temperature. Thirty examples of trifluoroacetamide were synthesized from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in moderate to good yields. This user-friendly strategy is compatible with a broad range of trifluoroacetamide syntheses.
10.1142/S1088424621500292
-

Yield:354-38-1 100%

Reaction Conditions:

with hydrogenchloride;triethylamine in ethanol;ethyl acetate;

Steps:

5 Synthesis of Atropisomeric Trifluoroacetamide 3a

Example 5 Synthesis of Atropisomeric Trifluoroacetamide 3a Atropisomer 2a as the sulfate salt (0.93 gm, 1.84 mmoles, 503.4 MW) was dissolved in 15 ml ethanol. Triethylamine (1.8 ml, 13 mmoles) and ethyl trifluoroacetate (2.2 ml, 18 mmoles) were slowly added (FIG. 2a). The mixture was stirred at room temperature under argon for 2.5 hours. Volatiles were removed under vacuum and the resulting residue was dissolved in 300 ml ethyl acetate and washed with 2*50 ml of 5% HCl. The ethyl acetate fraction was dried over anhydrous Na2SO4, filtered and concentrated under vacuum to yield atropisomeric trifluoroacetamide 3a as an orange solid (0.92 gm, 100% yield, 501.4 MW). 1H NMR (methanol-d4) δ8.35, 1H, d; 8.15, 1H, d; 7.80, 1H, s; 6.82, 1H, s; 6.65, 4H, m; 4.82, 2H, s.

References:

US6448407,2002,B1

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