Sodium Sulfate → 3-Amino-8-t-butyl-1-oxaspiro(4,5)-decane

HRID 232555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 232555
[C:1]([CH:5]1[CH2:16][CH2:15][C:8]2([O:12][CH2:11][C:10](=[N:13]O)[CH2:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[NH2:13][CH:10]1[CH2:9][C:8]2([CH2:7][CH2:6][CH:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:16][CH2:15]2)[O:12][CH2:11]1

Komponenten

5

Edukt 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydride2×HCID 867501198-t-Butyl-1-oxaspiro(4,5)decane-3-one oxime

Produkt 1

HCID 190401633-Amino-8-t-butyl-1-oxaspiro(4,5)-decaneAusbeute 76,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

8-t-Butyl-1-oxaspiro(4,5)-decane-3-one oxime (17.5 g, 76 mmol) in tetrahydrofuran (50 ml) was added to a solution of lithium- aluminium hydride (4.5 g, 0.125 mol) in tetrahydrofuran (100 ml). The reaction mixture was refluxed for 4 hours, cooled end excess LAH was hydrolysed by addition of saturated aqueous sodium sulfate. solids were filtered off washed with tetrahydrofuran and the solvent was stripped off in vacuo. Kugelrohr distillation of the resulting pale yellow oil (16.9 g) gave a colourless oil (12.3 g) Bp.: 125° C./0.02 mbar, nD22 :1.4840.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. filtrationsolids were filtered off
  3. washwashed with tetrahydrofuran
  4. distillationKugelrohr distillation of the resulting pale yellow oil (16.9 g)

Quellen und Nachweise

ORD-Eintrag
ord-913d502fa58b48bdb6c8b03c29b3ab54
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591741

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