反应 #2006409

ord-14399f5a2c154714b855a8c46104f99a

反应方程式

O=C([O-])O.[Na+]
NaHCO3
Nc1cccc(CC(=O)O)c1
3-aminophenylacetic acid
Cl
HCl
COC(=O)Cc1cccc(N)c1
1
收率 79.0%
COC(=O)Cc1cccc(N)c1
Methyl-3-aminophenylacetate
收率 79.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent was removed under reduced pressure
  2. 2
    萃取the aqueous phase was extracted several times with CH2Cl2
  3. 3
    干燥The combined organic extracts were dried over (MgSO4)
  4. 4
    其他evaporated
  5. 5
    其他The crude mixture was purified by flash chromatography

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE043343E1uspto-grants-2012_05