反应 #1605777

反应方程式

2-hydroxy-4-methyl-benzamide

K2CO3

Me2SO4

→

2-methoxy-4-methyl-benzamide

溶剂

acetone

反应条件

后处理

1. 1
   温度was heated
2. 2
   workup.ADDITIONwas added at that temperature
3. 3
   温度The resulting mixture was refluxed overnight
4. 4
   过滤The reaction mixture was then filtered
5. 5
   浓缩the filtrate was concentrated
6. 6
   workup.DISSOLUTIONThe resulting residue was dissolved in 1000 mL of methanol/ammonia (1:1)
7. 7
   其他After removal of the solvent
8. 8
   其他the residue was recrystallized from EtOAc/PE

实验过程

A mixture of 2-hydroxy-4-methyl-benzamide (15.1 g, 0.1 mol) and K2CO3 (41.7 g, 0.3 mol) in 1000 mL of acetone was heated to reflux for 1 hour before Me2SO4 was added at that temperature. The resulting mixture was refluxed overnight. The reaction mixture was then filtered and the filtrate was concentrated. The resulting residue was dissolved in 1000 mL of methanol/ammonia (1:1) and stirred at room temperature for 3 hours. After removal of the solvent, the residue was recrystallized from EtOAc/PE to afford 102 g of 2-methoxy-4-methyl-benzamide (yield 61%). 1H NMR (400 MHz, DMSO-d6): δ 7.72 (d, J=7.6 Hz, 1H), 7.57 (br s, 1H), 7.46 (br s, 1H), 6.92 (s, 1 H), 6.81 (d, J=7.6 Hz, 1 H), 3.85 (s, 3H), 2.31 (s, 3H).

来源