Реакция #2006409

ord-14399f5a2c154714b855a8c46104f99a

Уравнение реакции

O=C([O-])O.[Na+]
NaHCO3
Nc1cccc(CC(=O)O)c1
3-aminophenylacetic acid
Cl
HCl
COC(=O)Cc1cccc(N)c1
1
Выход 79.0%
COC(=O)Cc1cccc(N)c1
Methyl-3-aminophenylacetate
Выход 79.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe solvent was removed under reduced pressure
  2. 2
    Экстракцияthe aqueous phase was extracted several times with CH2Cl2
  3. 3
    СушкаThe combined organic extracts were dried over (MgSO4)
  4. 4
    Другоеevaporated
  5. 5
    ДругоеThe crude mixture was purified by flash chromatography

Методика

To a solution of 3-aminophenylacetic acid (3 g, 19.85 mmol) in methanol (50 mL) at room temperature was added HCl conc. (37%, 7.5 mL). The mixture was stirred 6 h at room temperature then treated with a saturated aqueous solution of NaHCO3. The solvent was removed under reduced pressure then the aqueous phase was extracted several times with CH2Cl2. The combined organic extracts were dried over (MgSO4) and evaporated. The crude mixture was purified by flash chromatography using hexane/AcOEt (1:1) yielding 1 as a yellow oil (3.06 g, 79%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE043343E1uspto-grants-2012_05