반응 #2006410

반응 방정식

4-aminophenylacetic acid

HCl

methanol

→

3

수율 74.0%

Methyl-4-aminophenylacetate

수율 74.0%

반응 조건

후처리

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

실험 절차

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%).

출처