O-Methylhydroxylamine hydrochloride → 1-Metyl-3-methoxyiminomethyl-4-(3,4-dichlorophenyl)piperidine
反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH:4]([CH:16]=O)[CH2:3]1.Cl.[O:19]([NH2:21])[CH3:20]>C(O)(C)C>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH:4]([CH:16]=[N:21][O:19][CH3:20])[CH2:3]1参加物
4
実験手順
To a solution of 1-methyl-3-formyl-4-(3,4-dichlorophenyl)piperidine (10 g, 33 mmol) in warm isopropanol (100 mL) was added methoxylamine hydrochloride (3 g, 36 mmol). The reaction was heated at reflux for 30 min. The solvent was evaporated off and the residue made basic (pH=9) using concentrated ammonia. Extraction with ether afforded 8.5 g of crude product. Purification by repeated column chromatography on silica using EtOAc/Et3N (95:5) as eleuent afforded 4 g of the title compound as an oil.