Reaktion #2006410

Reaktionsgleichung

4-aminophenylacetic acid

HCl

methanol

→

3

Ausbeute 74.0%

Methyl-4-aminophenylacetate

Ausbeute 74.0%

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

Quelle