Tributylstannane → (E)-3-(tributylstannyl)prop-2-en-1-ol

HRID 1182677Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182677
[CH2:1]([OH:4])[C:2]#[CH:3].[CH2:5]([SnH:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH3:8].N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1>>[CH2:14]([Sn:9]([CH2:5][CH2:6][CH2:7][CH3:8])([CH2:10][CH2:11][CH2:12][CH3:13])/[CH:3]=[CH:2]/[CH2:1][OH:4])[CH2:15][CH2:16][CH3:17]

Komponenten

4

Edukt 3

HCID 5948TributylstannaneHCID 7859Propargyl alcoholHCID 749781,1'-Azobis(cyclohexanecarbonitrile)

Produkt 1

HCID 10043273(E)-3-(tributylstannyl)prop-2-en-1-ol

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To neat propargyl alcohol (1.77 mL) were added tributyltin hydride (10.3 mL) followed by 1,1′-azobis(cyclohexanecarbonitrile) (378 mg). The mixture was heated for 2.5 h at 80° C., cooled to RT and directly purified by CC (EtOAc/Hept 5:95) to afford the desired compound (5.4 g).

Aufarbeitung

  1. temperaturecooled to RT
  2. customdirectly purified by CC (EtOAc/Hept 5:95)

Quellen und Nachweise

ORD-Eintrag
ord-e7096604ce5643708e747f25fcfa5897
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664203B2

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