Réaction #800353

ord-4f1ff46efd1f447ebac12335f02bb8cb

Réactifs

Aucun

Solvants

Conditions de réaction

Température
55°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA dry 250 mL Schlenk flask was equipped with a magnetic stir bar
  2. 2
    Autresealed with a rubber septum
  3. 3
    workup.ADDITIONadded to the flask
  4. 4
    workup.ADDITIONAfter addition
  5. 5
    TempératureThe reaction was cooled
  6. 6
    Autresolvent was removed in vacuo
  7. 7
    workup.ADDITIONThe residue was diluted with 150 mL of hexanes and 60 mL of ethyl acetate
  8. 8
    Autreplaced in a separatory funnel
  9. 9
    AutreThe bottom layer was removed
  10. 10
    Autrepurified by column chromatography over silica (dichloromethane/methanol, 9:1 v/v)

Mode opératoire

A dry 250 mL Schlenk flask was equipped with a magnetic stir bar, dropping funnel, and sealed with a rubber septum. Dibromodecane (73.0 g, 0.24 mol) was dissolved in acetone (50 ml) and added to the flask. The mixture was heated to 55° C. in an oil bath, and 1-methylimidazole (4.0 g, 48.7 mmol) was added over 90 minutes via dropping funnel through the top of the flask under nitrogen flow. After addition, the reaction was allowed to stir at 55° C. for 6 hours. The reaction was cooled and solvent was removed in vacuo. The residue was diluted with 150 mL of hexanes and 60 mL of ethyl acetate and placed in a separatory funnel. The bottom layer was removed and purified by column chromatography over silica (dichloromethane/methanol, 9:1 v/v). Yield: 68%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09181364B2uspto-grants-2015_11