Réaction #2006409

Équation de réaction

NaHCO3

3-aminophenylacetic acid

HCl

→

1

Rendement 79.0%

Methyl-3-aminophenylacetate

Rendement 79.0%

Solvants

methanol

Conditions de réaction

Traitement

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

Mode opératoire

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%).

Source