Sodium Azide → 3-(Azidomethyl)-5-methyl-1,2-oxazole

HRID 2111679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2111679
Cl[CH2:2][C:3]1[CH:7]=[C:6]([CH3:8])[O:5][N:4]=1.[N-:9]=[N+:10]=[N-:11].[Na+]>CN(C=O)C.O>[N:9]([CH2:2][C:3]1[CH:7]=[C:6]([CH3:8])[O:5][N:4]=1)=[N+:10]=[N-:11]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 27357633-(Chloromethyl)-5-methyl-1,2-oxazole

Produkt 1

HCID 234409373-(Azidomethyl)-5-methyl-1,2-oxazoleAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-Chloromethyl-5-methylisoxazole (500 mg, 3.8 mmol) and sodium azide (494 mg, 7.6 mmol) were heated in DMF (10 ml) at 60° C. for 6 hours. The reaction mixture was diluted with water then extracted with EtOAc. The organic extracts were dried (MgSO4) and the volatiles removed by evaporation to give the title compound (387 mg, 73%) as an oil. NMR (DMSO): 2.40 (s, 3H), 4.48 (s, 2H), 6.28 (s, 1H).

Aufarbeitung

  1. extractionthen extracted with EtOAc
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. customthe volatiles removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-54ceae5d828b4fef9058789fa5954f32
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521453B2

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