Sodium Iodide → HCID 57608436, Verbindung

HRID 1618406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1618406
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([OH:12])[CH2:10]Cl)[CH:5]=[CH:6][CH:7]=1.[N-:13]=[N+:14]=[N-:15].[Na+].[Na+].[I-]>CN(C=O)C.CCOCC>[N:13]([CH2:10][CH:9]([OH:12])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[N+:14]=[N-:15]

Komponenten

6

Edukt 3

HCID 5238Sodium IodideHCID 33557Sodium AzideHCID 576084881-(3-Bromophenyl)-3-chloropropan-2-ol

Produkt 1

HCID 57608436HCID 57608436, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of 1-(3-bromophenyl)-3-chloropropan-2-ol (8.49 g, 34.0 mmol) in anhydrous DMF (100 mL) under N2 was added NaN3 (11.05 g, 170.0 mmol) and NaI (cat., 0.75 g, 5.0 mmol). The mixture was heated at 75° C. overnight. After cooling to room temperature, the mixture was diluted with ether and washed with water and brine. The solution was dried over Na2SO4 and concentrated under reduced pressure. The product was dried in a vacuum oven at 40° C. for 2 h to give 1-azido-3-(3-bromophenyl)propan-2-ol as a yellow oil which was used without purification. Yield (8.6 g, 98% crude).

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. washwashed with water and brine
  3. dry with materialThe solution was dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe product was dried in a vacuum oven at 40° C. for 2 h

Quellen und Nachweise

ORD-Eintrag
ord-7450dfc81db9445999069a8440b10d22
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08766007B2

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