反応 #1869215

反応方程式

hydrogen

2-Nitro-5-methoxyphenol

THF

→

crystals

収率 80.0%

N-(2-Hydroxy-4 methoxyphenyl)acetamide

収率 80.0%

反応条件

後処理

1. 1
   その他was consumed
2. 2
   ろ過After filtration and evaporation the residue
3. 3
   workup.ADDITIONacetic anhydride (42.5 mL) was added
4. 4
   温度cooled to room temperature
5. 5
   その他The volatiles were removed in vacuo
6. 6
   洗浄the solid was washed thoroughly with water
7. 7
   その他dried in vacuo

実験手順

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%).

出典