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

HRID 2119980Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2119980
Br[CH2:2][C:3]1[CH:7]=[C:6]([CH3:8])[O:5][N:4]=1.[N-:9]=[N+:10]=[N-:11].[Na+].O>CC(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 3

HCID 962WaterHCID 33557Sodium AzideHCID 27763043-(Bromomethyl)-5-methylisoxazole

Produkt 1

HCID 234409373-(Azidomethyl)-5-methyl-1,2-oxazoleAusbeute 242,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of the 3-bromomethyl-5-methyl-isoxazole (150 mg, 0.9 mmol) in acetone (1 mL) was added NaN3 (166 mg, 0.26 mmol) at rt. The reaction mixture was then stirred for 48 h. Then, the reaction mixture was poured into water (10 mL) and extracted with EtOAc (3×10 mL) dried and evaporated. The product was chromatographed on silica gel eluting with EtOAc/hexane 1:1 to leave the title compound as a colorless liquid (87 mg, 74%). m/z 138.0 (M).

Aufarbeitung

  1. extractionextracted with EtOAc (3×10 mL)
  2. customdried
  3. customevaporated
  4. customThe product was chromatographed on silica gel eluting with EtOAc/hexane 1:1

Quellen und Nachweise

ORD-Eintrag
ord-0654f9e3377149beb4037a60a18fa66d
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06686352B2

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