[OH:1][CH:2]([CH2:9][CH3:10])[CH2:3][O:4][N:5]=C(C)C.OCC(ON=C(C)C)CC.[C:21]1(O)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[O:1]([CH:2]([CH2:9][CH3:10])[CH2:3][O:4][NH2:5])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1The starting material was a mixture of 2-propanone O-(2-hydroxybutyl)oxime and 2-propanone O-(2-hydroxy-1-ethylethyl)oxime in the ratio 96.7:3.3. Phenol was used in place of 4-chlorophenol, otherwise the procedure was as in Example 1. This resulted in O-(2-phenoxybutyl)hydroxylamine (yield: 50%) and O-(2-phenoxy-1-ethylethyl)hydroxylamine in the ratio 99.8:0.2.
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