تفاعل #1605777

معادلة التفاعل

2-hydroxy-4-methyl-benzamide

K2CO3

Me2SO4

→

2-methoxy-4-methyl-benzamide

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   workup.ADDITIONwas added at that temperature
3. 3
   درجة الحرارةThe resulting mixture was refluxed overnight
4. 4
   ترشيحThe reaction mixture was then filtered
5. 5
   تركيزthe filtrate was concentrated
6. 6
   workup.DISSOLUTIONThe resulting residue was dissolved in 1000 mL of methanol/ammonia (1:1)
7. 7
   أخرىAfter removal of the solvent
8. 8
   أخرىthe residue was recrystallized from EtOAc/PE

الإجراء التجريبي

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).

المصدر