Reaktion #485195

ord-3303d2cf3cf74e7abdcf44f85f387153

Reaktionsgleichung

CC(C)(C)[Si](Oc1cccc(C#CCCN=[N+]=[N-])c1)(c1ccccc1)c1ccccc1
azide
CC(C)(C)[Si](Oc1cccc(C#CCCN=[N+]=[N-])c1)(c1ccccc1)c1ccccc1
[3-(4-azidobut-1-ynyl)phenoxy](tert-butyl)diphenylsilane
→
CC(C)(C)[Si](Oc1cccc(CCCCN)c1)(c1ccccc1)c1ccccc1
title compound
CC(C)(C)[Si](Oc1cccc(CCCCN)c1)(c1ccccc1)c1ccccc1
4-(3-{[tert-butyl(diphenyl)silyl]oxy}phenyl)butylamine

Edukte

CC(C)(C)[Si](Oc1cccc(C#CCCN=[N+]=[N-])c1)(c1ccccc1)c1ccccc1
azide
CC(C)(C)[Si](Oc1cccc(C#CCCN=[N+]=[N-])c1)(c1ccccc1)c1ccccc1
[3-(4-azidobut-1-ynyl)phenoxy](tert-butyl)diphenylsilane

Reagenzien

[Pd]
palladium on carbon

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefor 16 hours
  2. 2
    FiltrationThe reaction mixture was filtered through a Celite pad
  3. 3
    Einengenconcentrated in vacuo

Vorschrift

A solution of azide from Step C (57.0 mg, 0.134 mmol) and 10% palladium on carbon (57.0 mg) in methanol (5 mL) was placed under a hydrogen atmosphere (1 atm) for 16 hours. The reaction mixture was filtered through a Celite pad and concentrated in vacuo to provide the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06610722B2uspto-grants-2003_08