2-((4-Nitrobenzyl)oxy)tetrahydro-2H-pyran → 4-(2-Tetrahydropyranyloxymethyl)aniline

HRID 1277211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1277211
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1>C(O)C.[Pd]>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1

Komponenten

4

Edukt 1

HCID 109006552-((4-Nitrobenzyl)oxy)tetrahydro-2H-pyran

Produkt 1

HCID 184721974-(2-Tetrahydropyranyloxymethyl)anilineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4-(2-tetrahydropyranyloxymethyl)nitrobenzene (59.7 g, 0.256 mol) in ethanol (EtOH) (300 ml) was added under nitrogen atmosphere at room temperature 10% Pd/C (5.97 g), and catalytic hydrogenation was carried out. The mixture was stirred at room temperature for 24 hours. After the reaction completed, the catalyst was filtered off, and the organic layer was concentrated under reduced pressure. The residue was purified with silica gel column chromatography to give 4-(2-tetrahydropyranyloxymethyl)aniline (39.7 g, 76%) as syrup.

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. concentrationthe organic layer was concentrated under reduced pressure
  3. customThe residue was purified with silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-84ef5f0c89a643618b9d6c217104ba8f
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166006

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