Sodium Azide → 2,2-Difluoro-2-(2-pyridyl)ethylazide

HRID 990709Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 990709
FC(F)(F)S(O[CH2:7][C:8]([F:16])([F:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)(=O)=O.[N-:19]=[N+:20]=[N-:21].[Na+]>CN(C=O)C.O>[F:15][C:8]([F:16])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:7][N:19]=[N+:20]=[N-:21]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 110662242,2-Difluoro-2-(2-pyridyl)ethyl trifluoromethanesulfonate

Produkt 1

HCID 118054052,2-Difluoro-2-(2-pyridyl)ethylazide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 105 mg (0.31 mmol) of 2,2-difluoro-2-(2-pyridyl)ethyl trifluoromethanesulfonate and 43 mg (0.66 mmol) of sodium azide in 1.0 ml of DMF was heated at 60° C. After 1.5 h, the mixture was cooled, diluted with water and extracted with two portions of ether. The combined organic layers were washed twice with water, brine and dried over MgSO4. The solvents were removed at reduced pressure to give 1-9 as a brown oil: 1H NMR (CDCl3) δ8.68 (d, 1H, 4.2 Hz), 7.86 (td,1H, 7.8, 1.5 Hz), 7.72 (d, 1H, 7.8 Hz), 7.40-7.45 (m, 1H), 4.03 (t, 2 H, 13.2 Hz).

Aufarbeitung

  1. temperaturethe mixture was cooled
  2. extractionextracted with two portions of ether
  3. washThe combined organic layers were washed twice with water, brine
  4. dry with materialdried over MgSO4
  5. customThe solvents were removed at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-decedcd859dc40c395ba0433b53c70d6
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06462050B1

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