Reacción #320057

Ecuación de reacción

sodium boron hydride

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

sodium boron hydride

→

title compound

Rendimiento 72.1%

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

Rendimiento 72.1%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained in Reference example 34
2. 2
   workup.STIRRINGDuring stirring
3. 3
   OtroAfter completion of the reaction
4. 4
   Otrothe solvent was removed under reduced pressure, ice water
5. 5
   workup.ADDITIONwas added to the residue
6. 6
   Extracciónthe mixture was extracted with methylene chloride
7. 7
   LavadoThen, the organic layer was washed with water
8. 8
   Secadodried over anhydrous sodium sulfate
9. 9
   Otrothe solvent was removed
10. 10
    LavadoThe resulting solid was washed with a methylene chloride-hexane mixed solution

Procedimiento

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)

Fuente