Reaction #833512

ord-90a5edfca4904f35b1b810a6754cd3bb

Reaction equation

CCOc1cc(C=O)ccc1O
Ethyl vanillin
C=CCBr
allyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CCOc1ccc(C=O)cc1OCC
3-ethoxy-4-(2-propenyloxy)benzaldehyde

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter cooling
  2. 2
    Filtrationthe solid was filtered off
  3. 3
    Washwashed with acetone
  4. 4
    OtherA yellow oil was obtained
  5. 5
    Concentrationafter a thorough concentration of the organic phases

Procedure

Ethyl vanillin (21.6 g, 0.130 mol) and allyl bromide (19.9 g, 0.160 mol) were heated under reflux together with potassium carbonate (27.3 g, 0.200 mol) in 150 ml acetone (abs.) for 8 hours. After cooling, the solid was filtered off and washed with acetone. A yellow oil was obtained after a thorough concentration of the organic phases.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07393367B2uspto-grants-2008_07