Reaktion #7923

Reaktionsgleichung

9a-butyl-7-hydroxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one

hydroxyl amine hydrochloride

→

(3E)-9a-butyl-7-hydroxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one oxime

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated under vacuum to an oil which
2. 2
   Waschenwashed with 1N HCl (2×6 ml), water (6 mL) and brine (6 ml)
3. 3
   Trocknendried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated under vacuum

Vorschrift

A solution of 9a-butyl-7-hydroxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (60 mg, 0.22 mmol) and hydroxyl amine hydrochloride (77 mg, 1.11 mmol) in anhydrous pyridine (0.5 mL) was stirred under a nitrogen atmosphere at room temperature for 4.3 hours and then heated in an oil bath at 60° C. for 30 minutes. The reaction mixture was evaporated under vacuum to an oil which was taken up in EtOAc (10 mL), washed with 1N HCl (2×6 ml), water (6 mL) and brine (6 ml), dried over MgSO4, filtered, and evaporated under vacuum. The residue was lyophilized from benzene (3 mL) to afford (3E)-9a-butyl-7-hydroxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one oxime as an amorphous solid.

Quelle