Water → HCID 21833753, Verbindung

HRID 1741084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1741084
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:27][CH2:26][CH2:25][C:14]3([CH2:19][CH2:18][N:17]([C:20](OCC)=O)[CH2:16][CH2:15]3)[C:12]=2[CH:13]=1.O.[OH-].[Na+]>C1COCC1>[NH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:27][CH2:26][CH2:25][C:14]3([CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]3)[C:12]=2[CH:13]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydride2×HCID 21833717HCID 21833717, Verbindung

Produkt 1

HCID 21833753HCID 21833753, VerbindungAusbeute 86,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

A stirred suspension of lithium aluminium hydride (76 mg, 0.0020 mole) in THF (15 ml) at 0° C. under argon was treated with a solution of 6-amino-2,3-dihydro-1'-ethoxycarbonylspiro[4H-benzopyran-4,4'-piperidine] (D104, 300 mg, 0.0010 mole) in THF (5 ml). The reaction mixture was allowed to warm to room temp. and stir for 1.5 h, then treated with more lithium aluminium hydride (38 mg, 0.0010 mole) suspended in THF (5 ml). The mixture was heated under reflux for 0.75 h, then cooled in an ice bath and treated with water (0.10 ml), 10% NaOH solution (0.10 ml) and water (0.30 ml). The resulting mixture was filtered through kieselguhr and the filtrate concentrated in vacuo to afford the title compound as a yellow oil (200 mg, 84%).

Aufarbeitung

  1. temperatureto warm to room temp.
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 0.75 h
  4. temperaturecooled in an ice bath
  5. filtrationThe resulting mixture was filtered through kieselguhr
  6. concentrationthe filtrate concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-507546fd787f4bf0bc20330d3ecb2948
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05972951

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