Hydrochloric Acid → Methyl 4-aminobenzenebutanoate

HRID 916497

Reaktionsgleichung

Reaktionsgleichung von HRID 916497
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.Cl.[C:15]([O-])(O)=O.[Na+].C([O-])([O-])=O.[Na+].[Na+]>CO>[CH3:15][O:12][C:11](=[O:13])[CH2:10][CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[CH:7][CH:6]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 270494-(4-Aminophenyl)butanoic acidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 88628Methyl 4-aminobenzenebutanoateAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-c8e20f890da04c3e8d60e09bd7268c1d
Quelldatensatz
uspto-grants-2007_09
Patentnummer
USRE039850E1

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