Реакция #640583

ord-9355c83804f84ceca67ec9a7ac6706c6

Уравнение реакции

Cl.O
hydrochloric acid water
NCCCO
3-Aminopropanol
CCN(CC)CC
triethylamine
O=[N+]([O-])c1ccccc1CCl
2-nitrobenzyl chloride
O=[N+]([O-])c1ccccc1CNCCCO
3-(2-nitrobenzylamino)propanol
Выход 33.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter heated
  2. 2
    Температураto reflux for seven hours
  3. 3
    Температураto cool
  4. 4
    Экстракцияextracted with ether
  5. 5
    Экстракцияextracted with ethyl acetate
  6. 6
    ПромывкаThe organic layer was washed with a saturated brine
  7. 7
    Сушкаdried over anhydrous sodium sulfate
  8. 8
    Другоеthe solvent was evaporated under reduced pressure

Методика

3-Aminopropanol (3.94 g, 52.5 mmol) and triethylamine (1.77 g, 17.5 mmol) were dissolved in tetrahydrofuran (30 ml) and added with 2-nitrobenzyl chloride (3.00 g, 17.5 mmol) at room temperature. After heated to reflux for seven hours, the reaction mixture was allowed to cool and poured into 1N hydrochloric acid water and extracted with ether. The aqueous layer was adjusted to pH 9 with a saturated sodium hydrogen carbonate aqueous solution and then extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-(2-nitrobenzylamino)propanol (1.22 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08048825B2uspto-grants-2011_11