2,3,4,5,6,7-Hexahydro-1H-1-benzazonine-2,7-dione → 7-Hydroxy-1,3,4,5,6,7-hexahydro-2H-1-benzazonin-2-one

HRID 485665Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485665
[NH:1]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=[O:15].[BH4-].[Na+]>C(O)C>[OH:14][CH:7]1[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH:1][C:2](=[O:15])[CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

4

Edukt 2

HCID 5775412,3,4,5,6,7-Hexahydro-1H-1-benzazonine-2,7-dioneHCID 4311764Sodium borohydride

Produkt 1

HCID 133387277-Hydroxy-1,3,4,5,6,7-hexahydro-2H-1-benzazonin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 3,4,5,6-tetrahydro-1H-1-benzazonin-2,7-dione (14.2 g), J. Am. Chem. Soc. 88, 1049 (1966), and sodium borohydride (1.4 g) in ethanol (720 ml) is stirred at room temperature for 18 hours. The ethanol is removed under reduced pressure, and the residue dissolved in dichloromethane (350 ml). The solution is extracted with 2N hydrochloric acid (2×200 ml) and saturated brine (100 ml), and dried over sodium sulfate. The solvent is removed under reduced pressure to give 7-hydroxy-1,3,4,5,6,7-hexahydro-1-benzazonin-2-one.

Aufarbeitung

  1. customThe ethanol is removed under reduced pressure
  2. dissolutionthe residue dissolved in dichloromethane (350 ml)
  3. extractionThe solution is extracted with 2N hydrochloric acid (2×200 ml) and saturated brine (100 ml)
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0b72ee6ecc1545848586c964a8d265b2
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537885

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