tert-Butyldimethyl((4-nitrobenzyl)oxy)silane → 4-Aminobenzyloxy-tert-butyldimethylsilane

HRID 1387787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1387787
[C:1]([Si:5]([CH3:18])([CH3:17])[O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][O:6][Si:5]([C:1]([CH3:2])([CH3:3])[CH3:4])([CH3:17])[CH3:18])=[CH:9][CH:10]=1

Komponenten

3

Edukt 1

HCID 11065418tert-Butyldimethyl((4-nitrobenzyl)oxy)silane

Produkt 1

HCID 110754704-Aminobenzyloxy-tert-butyldimethylsilaneAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In ethanol (80 ml) was dissolved tert-butyldimethyl-4-nitrobenzyloxysilane (16.5 g), and to the mixture was added dried 5% palladium on carbon (0.83 g). Under hydrogen atmosphere, the mixture was stirred at room temperature under atmospheric pressure for 7.5 hours. The palladium was filtered off, and the filtrate was concentrated. The residue was separated and purified with column chromatography (ethyl acetate/hexane=1/4) to give 4-aminobenzyloxy-tert-butyldimethylsilane (13.8 g) as colorless oil.

Aufarbeitung

  1. additionto the mixture was added
  2. dry with materialdried 5% palladium on carbon (0.83 g)
  3. filtrationThe palladium was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was separated
  6. custompurified with column chromatography (ethyl acetate/hexane=1/4)

Quellen und Nachweise

ORD-Eintrag
ord-e578a2942a894a9bb16a93d37c2622d2
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06268354B1

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