تفاعل #2006409

ord-14399f5a2c154714b855a8c46104f99a

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE043343E1uspto-grants-2012_05