Methanol → Methyl 4-(2-aminophenyl)butanoate

HRID 448880

Reaktionsgleichung

Reaktionsgleichung von HRID 448880
[NH:1]1[C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.[CH3:13][OH:14]>S(=O)(=O)(O)O>[CH3:13][O:14][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=1[NH2:1]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 2485801,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

Produkt 1

HCID 237256Methyl 4-(2-aminophenyl)butanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To 1,3,4,5-tetrahydro-benzo[b]azepin-2-one (1 g, 6.2 mmol) in MeOH (8 mL), concentrated sulfuric acid (0.5 mL) was added and the mixture was stirred at room temperature for 2 hrs and at 70° C. for an additional hr. The solvent was removed and DCM and water were added. The organic layer was removed and the aqueous layer was basified with sat NaHCO3 and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated in vacuo to yield 4-(2-amino-phenyl)-butyric acid methyl ester (0.93 g). MS [M+H]+: 194.1; tR=1.49 min. (method 1)

Aufarbeitung

  1. customThe solvent was removed
  2. additionDCM and water were added
  3. customThe organic layer was removed
  4. extractionextracted with EtOAc (3×)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-acc10ee7f9b9480fb8ac2b7d8162df74
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481738B2

Verknüpfte Notizen

Wird geladen…