Reacción #66670

Ecuación de reacción

water

ammonium formate

2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol

→

2-Isopropyl-3-methoxy-phenol

Rendimiento 92.0%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter refluxing for 1 hour
2. 2
   Temperaturathe reaction was cooled
3. 3
   Filtraciónfiltered through celite
4. 4
   LavadoThe celite pad was washed with ethyl acetate (500 mL)
5. 5
   workup.ADDITIONWater (300 mL) was added to the filtrate
6. 6
   OtroThe ethyl acetate layer was collected
7. 7
   Lavadowashed with water, brine
8. 8
   Otrodried
9. 9
   Concentraciónconcentrated

Procedimiento

To a solution of 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol dissolved in acetic acid (50 mL) was added 10% palladium on charcoal (500 mg), water (6 mL), and ammonium formate (7.82 g, 124 mmol). After refluxing for 1 hour, the reaction was cooled and filtered through celite. The celite pad was washed with ethyl acetate (500 mL). Water (300 mL) was added to the filtrate, and the mixture was basified (pH=8) using solid sodium bicarbonate. The ethyl acetate layer was collected and washed with water, brine, dried using anhydrous sodium sulfate and concentrated to yield 2-Isopropyl-3-methoxy-phenol (3.68 g, 92%) as pale yellow solid.

Fuente