Vanillin → 4-(allyloxy)-3-methoxybenzaldehyde
Reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.[CH2:12](Br)[CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:7][O:6][C:5]1[CH:4]=[C:3]([CH:11]=[CH:10][C:8]=1[O:9][CH2:14][CH:13]=[CH2:12])[CH:2]=[O:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Vanillin (20.0 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.
Workup
- temperatureAfter cooling
- filtrationthe solid was filtered off
- washwashed with acetone
- customA yellow oil was obtained
- concentrationafter a thorough concentration of the organic phases
Sources & evidence
- ORD record
- ord-2262e4da654c4dfa925ae01a12cfcfdc
- Source dataset
- uspto-grants-2008_07
- Patent number
- US07393367B2
Reaction notes
Loading…