반응 #2006409

ord-14399f5a2c154714b855a8c46104f99a

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE043343E1uspto-grants-2012_05