Reaktion #328581

Reaktionsgleichung

compound ( 8 )

9-Bromo-1-methyl-1,10-phenanthrolinium hydrogen sulfate

sodium hydroxide

→

title compound ( 9 )

Ausbeute 82.4%

9-Bromo-1-methyl-1,10-phenanthroline-2(1H)-one

Ausbeute 82.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGfurther stirred at room temperature for 3.5 hours
2. 2
   SonstigeCrude crystals which precipitated out
3. 3
   Sonstigewere separated by filtration
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried
6. 6
   SonstigeThe resulting crude crystals were separated
7. 7
   Sonstigepurified by silica gel column chromatography (SiO2 800 g) (chloroform/methanol=50/1 to 30/1 to 20/1)
8. 8
   Sonstigedried

Vorschrift

To a stirred aqueous solution of potassium ferricyanide (100 g; 303 mmol) (1.1 L), compound (8) (42.7 g; 115 mmol) and an aqueous sodium hydroxide (76 g; 1.9 mol) (110 mL) were alternately added over 25 minutes in an ice bath (inner temperature of 4 to 6° C.). The resulting mixture was stirred in an ice bath for 1 hour, and further stirred at room temperature for 3.5 hours. Crude crystals which precipitated out were separated by filtration and washed with water, and then dried. The resulting crude crystals were separated and purified by silica gel column chromatography (SiO2 800 g) (chloroform/methanol=50/1 to 30/1 to 20/1) and dried to give 27.4 g (yield: 82%) of the title compound (9).

Quelle