2,2,2-Trifluoro-N-phenylacetamide → Aniline, N-(2,2,2-trifluoroethyl)-

To a solution of 2,2,2-trifluoro-N-phenylacetamide (5.0 g, 26 mmol) in THF (10 mL) was added BH3 in THF (130 mL, 130 mmol, 1.0 M). The resulting mixture was refluxed overnight. The mixture was quenched with water and methanol, concentrated to remove most of THF, and extracted with EtOAc. Organics were washed with brine, dried (Na2SO4), and concentrated to give 4.17 g (92%) of the title compound as a colorless oil. 1H NMR (400 MHz, CDCl3): δ 3.71-3.75 (2H, m), 6.66 (2H, d, J=8.0 Hz), 6.79 (1H, t, J=7.2 Hz), 7.20 (2H, t, J=8.0 Hz).

1. temperatureThe resulting mixture was refluxed overnight
2. customThe mixture was quenched with water and methanol
3. concentrationconcentrated
4. customto remove most of THF
5. extractionextracted with EtOAc
6. washOrganics were washed with brine
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated

ORD-Eintrag

ord-9dd051ce3196484590c650f2598c4c36

Quelldatensatz

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09242968B2