Reacción #1869215

Ecuación de reacción

hydrogen

2-Nitro-5-methoxyphenol

THF

→

crystals

Rendimiento 80.0%

N-(2-Hydroxy-4 methoxyphenyl)acetamide

Rendimiento 80.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas consumed
2. 2
   FiltraciónAfter filtration and evaporation the residue
3. 3
   workup.ADDITIONacetic anhydride (42.5 mL) was added
4. 4
   Temperaturacooled to room temperature
5. 5
   OtroThe volatiles were removed in vacuo
6. 6
   Lavadothe solid was washed thoroughly with water
7. 7
   Otrodried in vacuo

Procedimiento

2-Nitro-5-methoxyphenol (prepared from 3-methoxyphenol, R. J. Maleski, Synthetic Communications, 1993, 23, 343-348) (48.5 g, 0.287 mol) dissolved in THF (1.5 L) was hydrogenated at ambient temperature over night with 10% palladium on carbon (10 g) until 20.3 L of hydrogen was consumed. After filtration and evaporation the residue was suspended in degassed water (1.7 L) and acetic anhydride (42.5 mL) was added with stirring. The mixture was heated to 60° C. for 1 h and then cooled to room temperature. The volatiles were removed in vacuo and the solid was washed thoroughly with water and dried in vacuo to give brick-red crystals (41.7 g, 80%).

Fuente