Sodium Azide → 4-(azidomethyl)tetrahydro-2H-pyran

HRID 240759

Reaktionsgleichung

Reaktionsgleichung von HRID 240759
I[CH2:2][CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[N-:9]=[N+:10]=[N-:11].[Na+]>CS(C)=O.C(OCC)C>[N:9]([CH2:2][CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)=[N+:10]=[N-:11]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 27955074-(Iodomethyl)oxane

Produkt 1

HCID 594860844-(azidomethyl)tetrahydro-2H-pyran

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

4-(Iodomethyl)tetrahydro-2H-pyran (4.76 g, 21.1 mmol) was dissolved in dimethyl sulfoxide (25 mL). Sodium azide (2.70 g, 41.5 mmol) was added and the mixture was stirred at ambient temperature overnight. The resulting slurry was diluted with diethyl ether and washed with water. The organic layer was concentrated under reduced pressure to afford the title compound. The product was used directly in subsequent reactions without characterization.

Aufarbeitung

  1. washwashed with water
  2. concentrationThe organic layer was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-36b0761f4dae4054b34f378061eef753
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648069B2

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