3-Chlorobenzylideneacetone → 4-(3-Chlorophenyl)butan-2-one
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10](=[O:12])[CH3:11])[CH:5]=[CH:6][CH:7]=1.[H][H]>C(O)C.[Pt]=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10](=[O:12])[CH3:11])[CH:5]=[CH:6][CH:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
1-(3-Chlorophenyl)-1-buten-3-one (20.0 g, 111 mmol) was subjected to hydrogen catalytic reduction in ethanol (200 ml) at room temperature by using platinum oxide (PtO2; 0.30 g) as a catalyst. The catalyst was filtered off and the resulting filtrate was concentrated under reduced pressure. The resulting residue was purified by a silica gel column chromatography to obtain 11.1 g of 1-(3-chlorophenyl)butan-3-one.
Workup
- filtrationThe catalyst was filtered off
- concentrationthe resulting filtrate was concentrated under reduced pressure
- customThe resulting residue was purified by a silica gel column chromatography
Sources & evidence
- ORD record
- ord-87a6163a9cd54890a32d9ee6d8468af8
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06369110B1
Reaction notes
Loading…