Reaktion #2133709

Reaktionsgleichung

NaOH

hydroxylamine hydrochloride

[2-(2-formyl-[1,10]phenanthrolin-4-yloxy)-ethyl]carbamic acid tert-butyl ester

→

title compound

4-(2-Amino-ethoxy)-[1,10]phenanthroline-2-carbaldehyde oxime

Lösungsmittel

water

trifluoroacetic acid

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed
2. 2
   Sonstigethe residue was dried
3. 3
   workup.DISSOLUTIONredissolved in ethanol (5 mL)
4. 4
   Sonstigeformed
5. 5
   TemperaturThe mixture was heated
6. 6
   Temperaturto reflux for 1 hour
7. 7
   Filtrationthe white precipitate filtered
8. 8
   Waschenwashed with cold water
9. 9
   Sonstigedried

Vorschrift

A solution of [2-(2-formyl-[1,10]phenanthrolin-4-yloxy)-ethyl]carbamic acid tert-butyl ester (0.52 g, 1.4 mmol) was stirred for 1 hour at room temperature in a mixture of trifluoroacetic acid (5 mL) and methylene chloride (10 mL). The solvent was removed and the residue was dried and redissolved in ethanol (5 mL). A solution of hydroxylamine hydrochloride (0.88 g, 12.7 mmol) in water (7 mL) was added followed by the addition of 10% NaOH until a white precipitate formed. The mixture was heated to reflux for 1 hour, cooled down to room temperature and the white precipitate filtered, washed with cold water and dried. The title compound was isolated as a pale solid (37.0 mg, 9%)

Quelle