Silica → 1-(3,4-Difluorophenyl)-1-propanone
Reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.O=[Si]=O.[F:15][C:16]1[CH:17]=[C:18]([CH:23]([OH:26])[CH2:24][CH3:25])[CH:19]=[CH:20][C:21]=1[F:22]>C(Cl)Cl>[F:15][C:16]1[CH:17]=[C:18]([C:23](=[O:26])[CH2:24][CH3:25])[CH:19]=[CH:20][C:21]=1[F:22]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In a round bottom flask containing pyridinium chlorochromate (12.5 g, 58.1 mmol) was added celite 545 (25 g) and with the help of a magnetic stirrer the solids were mixed together. 200 mL of CH2Cl2 was added followed by a solution of 1-(3,4-difluoro-phenyl) propan-1-ol (5.0 g, 29.1 mmol) in 10 mL of CH2Cl2 and the resulting brown suspension was stirred overnight at room temperature. The suspension was filtered through a sintered glass funnel and the solvent was removed in vacuo from the pale green colored filtrate. The green oil was then diluted with diethyl ether (200 mL) and it was filtered through a pad of celite to remove the metal impurities. The solvent was removed in vacuo to obtain 1-(3,4-difluorophenyl)propan-1-one as a pale yellow oil (3.4 g, 69% yield). It was used in the next step without purification.
Workup
- additionwith the help of a magnetic stirrer the solids were mixed together
- filtrationThe suspension was filtered through a sintered glass funnel
- customthe solvent was removed in vacuo from the pale green colored filtrate
- additionThe green oil was then diluted with diethyl ether (200 mL) and it
- filtrationwas filtered through a pad of celite
- customto remove the metal impurities
- customThe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-fbaf80b92994412dac7136cda3f2fc38
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06620815B1
Reaction notes
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