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

HRID 1004

Reaktionsgleichung

Reaktionsgleichung von HRID 1004
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]1

Komponenten

4

Edukt 1

HCID 196939824-[O-Benzyl-N-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-9-yl)hydroxylamino]-3-methoxy-2-methylpyridine

Produkt 1

HCID 196939904-(3,3-Dimethyl-1,5-dioxaspiro[5.5]undec-9-ylamino)-3-methoxy-2-methylpyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. customuntil absorption of hydrogen
  2. filtrationAfter filtering
  3. concentrationthe filtrate is concentrated
  4. dissolutionthe product is dissolved in diisopropyl ether
  5. customCrystallization
  6. additionon addition of hexane

Quellen und Nachweise

ORD-Eintrag
ord-f4dba46589654bd6a818f29b87cc4306
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723450

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