1-Butanaminium, N,N,N-tributyl-, azide → (S)-3-Azido-4,4-dimethyldihydrofuran-2(3H)-one

HRID 1174395Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1174395
FC(F)(F)S(O[C@@H:7]1[C:11]([CH3:13])([CH3:12])[CH2:10][O:9][C:8]1=[O:14])(=O)=O.[N-:17]=[N+:18]=[N-:19].C([N+](CCCC)(CCCC)CCCC)CCC>C1(C)C=CC=CC=1.CCOCC>[N:17]([C@H:7]1[C:11]([CH3:13])([CH3:12])[CH2:10][O:9][C:8]1=[O:14])=[N+:18]=[N-:19]

Komponenten

5

Edukt 2

HCID 57432321-Butanaminium, N,N,N-tributyl-, azideHCID 10106752(R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl trifluoromethanesulfonate

Produkt 1

HCID 10057735(S)-3-Azido-4,4-dimethyldihydrofuran-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution containing the product from Example 174A (4.6 g, 17.56 mmol) in toluene (80.0 mL) was added tetra-n-butylammonium azide (5.0 g, 17.57 mmol) at room temperature, and the mixture was stirred for 5 hours. The reaction was diluted with ether and washed with water, dilute NaHCO3, 10% citric acid and brine. The organic layer was dried over MgSO4, filtered and concentrated to give the crude product, which was used without further purification (2.79 g).

Aufarbeitung

  1. washwashed with water, dilute NaHCO3, 10% citric acid and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a5df6eee4331436b851fd7a0e0d03686
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834043B2

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