Sodium Bicarbonate → 1-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene

HRID 2232204

Reaktionsgleichung

Reaktionsgleichung von HRID 2232204
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([OH:12])=[C:7]2[C:3]=1[CH2:4][CH:5]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:6]2=[N:13]O.[H][H].C(=O)(O)[O-].[Na+]>C(O)(=O)C.O.[Pt]=O>[NH2:13][CH:6]1[C:7]2[C:3](=[C:2]([CH3:1])[CH:10]=[C:9]([CH3:11])[C:8]=2[OH:12])[CH2:4][CH:5]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

7

Edukt 3

HCID 516892Sodium BicarbonateHCID 1363428322,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-inden-1-one oximeHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 140303341-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)KatalysatorHCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3.00 Grams of 2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-inden-1-one oxime was dissolved in 55 ml of glacial acetic acid, and this solution was subjected to catalytic hydrogenation in the presence of 0.3 g of platinum oxide at room temperature under 4 atmospheric hydrogen gas pressude. The hydrogenation was terminated at the point when the stoichiometric amount of hydrogen was absorbed. The catalyst was removed by filtration and the filtrate thus obtained was concentrated. The residue thus obtained was dissolved in water and the pH of this solution was adjusted to about pH 8 by adding an aqueous solution of sodium bicarbonate, then extracted with 200 ml of chloroform. The chloroform extract was washed with water, dried with anhydrous magnesium sulfate, then concentrated under a reduced pressure. Recrystallized from ethanol to obtain 0.24 g of 1-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene. Colorless needle-like crystals. Melting point: 135°-136° C.

Aufarbeitung

  1. customThe hydrogenation was terminated at the point when the stoichiometric amount of hydrogen
  2. customwas absorbed
  3. customThe catalyst was removed by filtration
  4. customthe filtrate thus obtained
  5. concentrationwas concentrated
  6. customThe residue thus obtained
  7. extractionextracted with 200 ml of chloroform
  8. extractionThe chloroform extract
  9. washwas washed with water
  10. dry with materialdried with anhydrous magnesium sulfate
  11. concentrationconcentrated under a reduced pressure
  12. customRecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-64ef9ed61a664abcb365b9e2225f91de
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788130

Verknüpfte Notizen

Wird geladen…