Reaction #833515

ord-495f487bedfe4f41ae76334d5dcc0546

Reaction equation

O=Cc1ccc(O)c(Br)c1
3-Bromo-4-hydroxybenzaldehyde
C=CCBr
allyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CCOc1ccc(C=O)cc1Br
3-bromo-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
    ConcentrationAfter complete concentration of the organic phase
  5. 5
    Otherthere was obtained an oily residue that
  6. 6
    Otherwas used directly in the second step without further purification

Procedure

3-Bromo-4-hydroxybenzaldehyde (20.1 g, 0.100 mol) and allyl bromide (14.5 g, 0.120 mol) were heated under reflux together with potassium carbonate (20.7 g, 0.150 mol) in 150 ml acetone (abs.) for 8 hours. After cooling, the solid was filtered off and washed with acetone. After complete concentration of the organic phase, there was obtained an oily residue that was used directly in the second step without further purification.

Source

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