Sodium Azide → 3-Azido-1-benzhydrylazetidine

HRID 1856651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1856651
[CH:1]([N:14]1[CH2:17][CH:16](OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:29]=[N+:30]=[N-:31].[Na+]>CN(C=O)C>[N:29]([CH:16]1[CH2:17][N:14]([CH:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:15]1)=[N+:30]=[N-:31]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 155126511-Benzhydrylazetidin-3-yl 4-methylbenzenesulfonate

Produkt 1

HCID 155126523-Azido-1-benzhydrylazetidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 11 (11.5 g, 31.8 mmol) and sodium azide (4.12 g, 64 mmol) in 250 ml of DMF was heated to 70° C. for 24 hours. After cooling to room temperature the solvent was removed in vacuo and the residue partitioned between chloroform and water. The organics were dried over MgSO4, filtered and the solvent removed in vacuo. The crude product was purified by chromatography on silica gel (8:1 hexane:ethyl acetate) to give the title compound.

Aufarbeitung

  1. customwas removed in vacuo
  2. customthe residue partitioned between chloroform and water
  3. dry with materialThe organics were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent removed in vacuo
  6. customThe crude product was purified by chromatography on silica gel (8:1 hexane:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-1eb7c5000a524b04a27b670a7bcb2cca
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06143750

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