Réaction #1269859

ord-e7096604ce5643708e747f25fcfa5897

Équation de réaction

C#CCO
propargyl alcohol
CCC[CH2][SnH]([CH2]CCC)[CH2]CCC
tributyltin hydride
N#CC1(N=NC2(C#N)CCCCC2)CCCCC1
1,1′-azobis(cyclohexanecarbonitrile)
CCC[CH2][Sn](/[CH]=C/CO)([CH2]CCC)[CH2]CCC
desired compound
CCC[CH2][Sn](/[CH]=C/CO)([CH2]CCC)[CH2]CCC
(E)-3-tributylstannanyl-prop-2-en-1-ol

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08664203B2uspto-grants-2014_03