Реакция #2006410

Уравнение реакции

4-aminophenylacetic acid

HCl

methanol

→

3

Выход 74.0%

Methyl-4-aminophenylacetate

Выход 74.0%

Условия реакции

Обработка

1. 1
   ДругоеThe reaction mixture was then quenched with a saturated aqueous solution of NaHCO3
2. 2
   ДругоеThe methanol was evaporated under reduced pressure
3. 3
   Экстракцияthe aqueous layer was extracted several times with AcOEt
4. 4
   СушкаThe combined organic extracts were dried over (MgSO4)
5. 5
   Другоеevaporated
6. 6
   ДругоеThe crude residue was purified by flash chromatography

Методика

To a solution of 4-aminophenylacetic acid (10 g, 66.2 mmol) in methanol (150 mL) at room temperature was added HCl conc. (37% 25 mL). The mixture became yellow and was stirred overnight. The reaction mixture was then quenched with a saturated aqueous solution of NaHCO3. The methanol was evaporated under reduced pressure and the aqueous layer was extracted several times with AcOEt. The combined organic extracts were dried over (MgSO4) and evaporated. The crude residue was purified by flash chromatography using hexane/AcOEt (4:1) as solvent mixture yielding 3 as a yellow oil (9.44 g, 74%).

Источник