Sodium Azide → 3-Azido-1-benzhydrylazetidine

HRID 323604

Reaktionsgleichung

Reaktionsgleichung von HRID 323604
[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 9 (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) afforded 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-b1217393730944209c1603dc36d443ea
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06214832B1

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