Borane → Benzenemethanamine, N-ethyl-4-(trifluoromethoxy)-

Temperatur

-10 °C

N-[4-(Trifluoromethoxy)benzyl]acetamide (10.4 g, 44.6 mmol) was dissolved in THF (100 mL) and cooled to −10° C. Borane (56 mL of a 2 M solution of the dimethylsulfide complex in diethyl ether) was added and the reaction mixture was stirred at −10° C. for 15 minuters and was then allowed to warm to room temperature. The reaction mixture was refluxed overnight and was then allowed to cool to room temperature. The reaction was quenched by careful addition of 10% HCl (30 mL) at 0° C. and the mixture was stirred at room temperature overnight and then concentrated in, vacuo. The residue was taken up in water (200 mL) and diethyl ether (200 mL) and the phases were separated. Concentration in vacuo of the diethyl ether phase afforded 1.9 g (21%) of the title compound as a colourless oil.

1. temperatureto warm to room temperature
2. temperatureThe reaction mixture was refluxed overnight
3. temperatureto cool to room temperature
4. customThe reaction was quenched by careful addition of 10% HCl (30 mL) at 0° C.
5. stirringthe mixture was stirred at room temperature overnight
6. concentrationconcentrated in, vacuo
7. customdiethyl ether (200 mL) and the phases were separated
8. concentrationConcentration in vacuo of the diethyl ether phase

ORD-Eintrag

ord-1a2021ab17924aba91c7657899c5d881

Quelldatensatz

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07462644B2