Реакция #1605772

ord-684e4b93eb264e9eb912c3a906b4b0a4

Уравнение реакции

N
NH3
COc1cc(C)ccc1C(=O)O
2-methoxy-4-methylbenzoic acid
ClCCCl
EDC
On1nnc2ccccc21
HOBt
COc1cc(C)ccc1C(N)=O
2-methoxy-4-methylbenzamide
Выход 83.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаthen washed successively with HCl (1N)
  2. 2
    СушкаNaHCO3, water and brine, dried over MgSO4
  3. 3
    Фильтрацияfiltered
  4. 4
    Другоеevaporated
  5. 5
    ДругоеThe residue was recrystallized from ethyl acetate/hexane

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072313B2uspto-grants-2015_07