Sodium Hydroxide → HCID 22328990, Verbindung

HRID 587087

Reaktionsgleichung

Reaktionsgleichung von HRID 587087
[CH2:1]([O:3][CH2:4][CH2:5][CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:19]=3)=[CH:17][C:12]=2[CH:11]=[C:10]([C:31]([O:33]C)=[O:32])[CH2:9][CH2:8]1)[CH3:2].[OH-].[Na+]>C1COCC1.CO>[CH2:1]([O:3][CH2:4][CH2:5][CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][CH3:30])=[CH:22][CH:23]=3)=[CH:17][C:12]=2[CH:11]=[C:10]([C:31]([OH:33])=[O:32])[CH2:9][CH2:8]1)[CH3:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 22329178methyl 1-(3-ethoxypropyl)-7-[4-(2-propoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Produkt 1

HCID 22328990HCID 22328990, VerbindungAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of methyl 1-(3-ethoxypropyl)-7-[4-(2-propoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate (475 mg) in a mixture of THF-methanol (5-10 ml) was added 1N sodium hydroxide solution (3.0 ml) at room temperature, and the mixture was stirred at 50° C. for 62 hours. After concentration under reduced pressure, to the mixture was added 1N hydrochloric acid (3.0 ml), and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate. After concentration under reduced pressure, the resulting crystals were collected by filtration. The crystals were washed with diisopropyl ether and hexane to give 1-(3-ethoxypropyl)-7-[4-(2-propoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid (390 mg) as yellow crystals.

Aufarbeitung

  1. concentrationAfter concentration under reduced pressure
  2. additionto the mixture was added 1N hydrochloric acid (3.0 ml)
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried with magnesium sulfate
  6. concentrationAfter concentration under reduced pressure
  7. filtrationthe resulting crystals were collected by filtration
  8. washThe crystals were washed with diisopropyl ether and hexane

Quellen und Nachweise

ORD-Eintrag
ord-4de7716c668b46c7ba13a136eb311e8c
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936602B1

Verknüpfte Notizen

Wird geladen…