Reaktion #320057

Reaktionsgleichung

sodium boron hydride

2-(7-chloro-6-fluoroquinolin-2-yl)methoxy-11-oxo-6,11-dihydrodibenz[b,e]oxepine

sodium boron hydride

→

title compound

Ausbeute 72.1%

2-(7-Chloro-6-fluoroquinolin-2-yl)methoxy-11-hydroxy-6,11-dihydrodibenz[b,e]oxepine

Ausbeute 72.1%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtained in Reference example 34
2. 2
   workup.STIRRINGDuring stirring
3. 3
   SonstigeAfter completion of the reaction
4. 4
   Sonstigethe solvent was removed under reduced pressure, ice water
5. 5
   workup.ADDITIONwas added to the residue
6. 6
   Extraktionthe mixture was extracted with methylene chloride
7. 7
   WaschenThen, the organic layer was washed with water
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   Sonstigethe solvent was removed
10. 10
    WaschenThe resulting solid was washed with a methylene chloride-hexane mixed solution

Vorschrift

0.5 g of sodium boron hydride was added to 2.58 g of 2-(7-chloro-6-fluoroquinolin-2-yl)methoxy-11-oxo-6,11-dihydrodibenz[b,e]oxepine obtained in Reference example 34 suspended in 70 ml of methanol and the mixture was stirred at room temperature for 11 hours. During stirring, 0.35 g of sodium boron hydride was added to the mixture twice. After completion of the reaction, the solvent was removed under reduced pressure, ice water was added to the residue and the mixture was extracted with methylene chloride. Then, the organic layer was washed with water and then dried over anhydrous sodium sulfate and the solvent was removed. The resulting solid was washed with a methylene chloride-hexane mixed solution to obtain 1.87 g of the title compound. Mass (CI); m/z=422 (M+ +1)

Quelle