4-[O-Benzyl-N-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-9-yl)hydroxylamino]-3-methoxy-2-methylpyridine → 4-(3,3-Dimethyl-1,5-dioxaspiro[5.5]undec-9-ylamino)-3-methoxy-2-methylpyridine
Reaction equation
C(O[N:9]([C:23]1[CH:28]=[CH:27][N:26]=[C:25]([CH3:29])[C:24]=1[O:30][CH3:31])[CH:10]1[CH2:22][CH2:21][C:13]2([O:18][CH2:17][C:16]([CH3:20])([CH3:19])[CH2:15][O:14]2)[CH2:12][CH2:11]1)C1C=CC=CC=1>CO.[Ni]>[CH3:19][C:16]1([CH3:20])[CH2:17][O:18][C:13]2([CH2:12][CH2:11][CH:10]([NH:9][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([CH3:29])[C:24]=3[O:30][CH3:31])[CH2:22][CH2:21]2)[O:14][CH2:15]1Participants
4
Procedure
6.5 g of 4-[O-benzyl-N-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-9-yl)hydroxylamino]-3-methoxy-2-methylpyridine in 70 ml of methanol are hydrogenated using 2 g of Raney nickel at normal pressure until absorption of hydrogen is complete. After filtering, the filtrate is concentrated and the product is dissolved in diisopropyl ether. Crystallization takes place on addition of hexane. 4.3 g=90%; m.p.: 45° C.