Réaction #2006413

ord-0c1e62225c734ab4aad5681e0a5899dd

Équation de réaction

O=C([O-])O.[Na+]
NaHCO3
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
Nc1ccc(CCCC(=O)O)cc1
4-(4-aminophenyl)-butyric acid
Cl
HCl
COC(=O)CCCc1ccc(N)cc1
40
Rendement 91.0%
COC(=O)CCCc1ccc(N)cc1
Methyl-4-(4-aminophenyl)-butanoate
Rendement 91.0%

Solvants

Conditions de réaction

Température
50°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was evaporated under reduced pressure
  2. 2
    Extractionthe aqueous phase was extracted several times with CH2Cl2
  3. 3
    AutreThe crude material was purified by flash chromatography

Mode opératoire

To a solution of 4-(4-aminophenyl)-butyric acid (5 g, 27.90 mmol) in MeOH (100 mL) at room temperature was added HCl conc. (37% 15 mL). The resulting mixture was stirred overnight at 50° C. then treated with a saturated aqueous solution NaHCO3 and Na2CO3 solid until pH 9. The solvent was evaporated under reduced pressure then the aqueous phase was extracted several times with CH2Cl2. The crude material was purified by flash chromatography using CH2Cl2/MeOH as solvent mixture yielding 40 (4.93 g, 91%) as orange solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE043343E1uspto-grants-2012_05