Реакция #2275679

ord-c7e6f35aea7e4ab5b69cb40d3555966a

Уравнение реакции

CC(C)(C)N
tert-butylamine
CCN(CC)CC
triethylamine
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-Nitrobenzoyl chloride
CC(C)(C)NC(=O)c1ccc([N+](=O)[O-])cc1
N-(tert-butyl)-4-nitrobenzamide
Выход 77.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITleft
  2. 2
    ПромывкаThe organic phase is washed twice with water
  3. 3
    Другоеdried
  4. 4
    ДругоеAfter removing the solvent under reduced pressure
  5. 5
    Другоеthe solid obtained
  6. 6
    Другоеis recrystallized from isopropanol

Методика

4-Nitrobenzoyl chloride (18.9 g, 0.1 mol) dissolved in 60 ml of methylene chloride is added, over 30 minutes at a temperature of 0-5° C., to a solution of tert-butylamine (8.3 g, 0.112 mol) and of triethylamine (15.6 ml, 0.112 mol) dissolved in 170 ml of dichloromethane in a reactor. The reaction mixture is brought back to laboratory temperature and left stirring for 2 hours. The organic phase is washed twice with water and dried. After removing the solvent under reduced pressure, the solid obtained is recrystallized from isopropanol. 17.1 g (Yield: 77%) of N-(tert-butyl)-4-nitrobenzamide are obtained in the form of a pale yellow powder (m.p. 161-2° C.) which is used as is in the following stage.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08323624B2uspto-grants-2012_12