Réaction #1605772

Équation de réaction

NH3

2-methoxy-4-methylbenzoic acid

EDC

HOBt

→

2-methoxy-4-methylbenzamide

Rendement 83.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Lavagethen washed successively with HCl (1N)
2. 2
   SéchageNaHCO3, water and brine, dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Autreevaporated
5. 5
   AutreThe residue was recrystallized from ethyl acetate/hexane

Mode opératoire

To a mixture of 2-methoxy-4-methylbenzoic acid (20 g, 120.4 mmol), EDC (23.1 g, 120.4 mmol) and HOBt (16.3 g, 120.4 mmol) in dichloromethane (1 L) was added NH3 (7N in MeOH, 52 mL, 3 eq) dropwise. The reaction mixture was stirred at room temperature overnight then washed successively with HCl (1N), saturated aq.NaHCO3, water and brine, dried over MgSO4, filtered and evaporated. The residue was recrystallized from ethyl acetate/hexane to give 16.5 gr of 2-methoxy-4-methylbenzamide (83% yield).

Source