Reacción #350563

Ecuación de reacción

5-amino-2-chloro-4-fluorophenol

2-bromopropane

potassium carbonate

→

title compound

Rendimiento 62.0%

4-Chloro-2-fluoro-5-(1 -methylethoxy)aniline

Rendimiento 62.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 17 h
3. 3
   TemperaturaThe reaction mixture was cooled
4. 4
   Filtraciónfiltered
5. 5
   OtroThe filtrate was evaporated to dryness under reduced pressure

Procedimiento

A stirring mixture of 5-amino-2-chloro-4-fluorophenol (22.0 g, 136.19 mmol), 2-bromopropane (38.4 mL, 50.25 g, 408.57 mmol) and potassium carbonate (37.6 g, 273.0 mmol) was heated at reflux for 17 h. The reaction mixture was cooled and filtered. The filtrate was evaporated to dryness under reduced pressure. Flash chromatography yielded the title compound of Step A as a brown oil (17.2 g). 1H NMR (CDCl3): δ7.02 (d, 1H), 6.44 (d, 1H) 4.38 (q, 1H), 3.81 (br s,2H), 1.33 (d,6H). IR (cm-1): 3378.4, 3475.6.

Fuente