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 stirrred 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. customwas stirrred at −10° C. for 15 minuters
2. temperatureto warm to room temperature
3. temperatureThe reaction mixture was refluxed overnight
4. temperatureto cool to room temperature
5. customThe reaction was quenched by careful addition of 10% HCl (30 mL) at 0° C.
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-f480508e59f9442c99ffad836b92edc7

Quelldatensatz

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07488844B2