Reacción #607446

Ecuación de reacción

2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanone

sodium borohydride

NH4Cl

→

2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanol

Rendimiento 105.1%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   workup.STIRRINGwith additional stirring for 10 min
3. 3
   ExtracciónThe later was extracted 3 times with 20 mL of EtOAc
4. 4
   Lavadowashed with 10 mL of brine
5. 5
   Secadodried over Na2SO4
6. 6
   Filtraciónfiltered
7. 7
   OtroThe solvent was removed under reduced pressure

Procedimiento

In a 50 mL two-neck flask, 2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanone (2.0 g, 8.3 mmol) was dissolved in methanol (8 mL) and sodium borohydride (0.31 g, 8.3 mmol) was added carefully in portions with ice-bath cooling. The resultant colourless solution was stirred at RT for 2 hours and monitored by TLC. Upon the disappearance of all starting material, 5 mL of an aqueous saturated NH4Cl solution was slowly added to the reaction mixture with additional stirring for 10 min. The later was extracted 3 times with 20 mL of EtOAc and the organic fractions were combined and washed with 10 mL of brine, dried over Na2SO4, and filtered. The solvent was removed under reduced pressure to give 2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanol (2.13 g, quantitative) as a colourless oil which was used with no further purification.

Fuente