Cyclohexyl phenyl ketone → Cyclohexyl-phenyl-methanone oxime

Reaktionsgleichung

Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].[CH:9]1([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>CO>[CH:9]1([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:2][OH:3])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Komponenten

Versuchsvorschrift

Hydroxylamine hydrochloride (0.48 g, 6.7 mMol) and sodium acetate (1.4 g, 10.2 mMol) were added to a round bottom flask containing cyclohexyl-phenyl-methanone Compound 18a (0.97 g, 5.1 mMol) in MeOH (30 mL) at r.t. The mixture was stirred at r.t. for 15 hrs. The solvent was removed in vacuo and the residue was extracted with CH2Cl2. The organic layer was sequentially washed with a saturated solution of NaHCO3, then brine. The organic layer was dried over Na2SO4, decanted and the solvent removed in vacuo to provide cyclohexyl-phenyl-methanone oxime Compound 18b (1.0 g) as a white solid, which was used in the next step without purification. MS m/z 204 (MH+).