Acetone → 4-(2,5-Difluorophenyl)but-3-en-2-one
Reaction equation
[OH-].[Na+].O.[F:4][C:5]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:6]=1[CH:7]=O.[CH3:14][C:15]([CH3:17])=[O:16]>>[F:4][C:5]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:6]=1[CH:7]=[CH:14][C:15](=[O:16])[CH3:17]Participants
5
Procedure
A mixture of acetone (45 ml), sodium hydroxide (3.1 g) and water (230 ml) was combined at room temperature with a solution of 2,5-difluorobenzaldehyde (10.0 g) in acetone (10 ml) and stirred at the same temperature for 30 minutes. Acetone was distilled off under reduced pressure and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine and concentrated under reduced pressure to obtain 4-(2,5-difluorophenyl)-3-buten-2-one (13.8 g).
Workup
- distillationAcetone was distilled off under reduced pressure
- extractionextracted with ethyl acetate
- washThe organic layer was washed successively with water and saturated brine
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-8199b19ea870431cb22c15b0a484ca72
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06706732B1
Reaction notes
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