Sodium Hydroxide → HCID 68472201, Verbindung

HRID 387673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387673
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([C:27]([O:29]C)=[O:28])[C:12]3[CH2:13][CH2:14][N:15]([CH:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[C:16](=[O:19])[C:17]=3[CH:18]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].[OH-].[Na+]>O1CCOCC1>[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([C:27]([OH:29])=[O:28])[C:12]3[CH2:13][CH2:14][N:15]([CH:20]([CH2:21][CH2:22][CH3:23])[CH2:24][CH2:25][CH3:26])[C:16](=[O:19])[C:17]=3[CH:18]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 68473716HCID 68473716, Verbindung

Produkt 1

HCID 68472201HCID 68472201, VerbindungAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

103 mg of methyl 7-(3-Cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylate are dissolved in 2 cm3 of dioxane at a temperature close to 20° C. 0.6 cm3 of a 1N aqueous solution of sodium hydroxide are added, then the reaction mixture is heated at a temperature close to 60° C. for 30 min. The mixture is then concentrated to dryness under reduced pressure (5 kPa), taken up by 20 cm3 of water and 20 cm3 of ethyl ether. The aqueous phase is decanted, acidified with 0.4 cm3 of a 2N aqueous solution of hydrochloric acid and taken up with 20 cm3 of dichloromethane. The organic phase is extracted, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure (5 kPa). 89 mg of 7-(3-Cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid are obtained in the form of a white powder.

Aufarbeitung

  1. customclose to 20° C
  2. temperaturethe reaction mixture is heated at a temperature
  3. customclose to 60° C. for 30 min
  4. concentrationThe mixture is then concentrated to dryness under reduced pressure (5 kPa)
  5. customThe aqueous phase is decanted
  6. extractionThe organic phase is extracted
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated to dryness under reduced pressure (5 kPa)

Quellen und Nachweise

ORD-Eintrag
ord-c265391d36964a38b0681780f902f1e2
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372864B2

Notizen zur Reaktion

Wird geladen…