反応 #2006410

反応方程式

4-aminophenylacetic acid

HCl

methanol

→

3

収率 74.0%

Methyl-4-aminophenylacetate

収率 74.0%

反応条件

後処理

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

実験手順

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%).

出典