Benzyloxyamine hydrochloride → 1-(Benzyloxyimino-methyl)-cyclohexanecarboxylic acid methyl ester

反応式

[CH3:1][O:2][C:3]([C:5]1([CH:11]=O)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].C([O-])(=O)C.[Na+].Cl.[CH2:19]([O:26][NH2:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CO>[CH3:1][O:2][C:3]([C:5]1([CH:11]=[N:27][O:26][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1)=[O:4]

参加物

実験手順

A mixture of 1-formyl-cyclohexanecarboxylic acid methyl ester (1.23 g, 7.23 mmol), sodium acetate (1.0 g, 14.5 mmol) and O-benzylhydroxylamine hydrochloride (2.3 g, 14.5 mmol) were stirred in methanol (40 mL) for 18 h. The methanol was removed in vacuo and the residue partitioned between water and EtOAc. The aqueous phase was extracted with EtOAc (50 mL×2). The combined organic extracts were dried (MgSO4) and were evaporated in vacuo to provide the title compound as a clear colorless liquid (1.75 g, 88%). MH+276.