Acetaldehyde → 946118-80-5
Reaction equation
[O:1]=O.[F:3][C:4]1([C:7]2[CH:12]=[CH:11]C(C)=[CH:9][CH:8]=2)[CH2:6][CH2:5]1.[CH:14](=[O:16])[CH3:15]>C(O)(=O)C.O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[F:3][C:4]1([C:7]2[CH:12]=[CH:11][C:15]([C:14]([OH:1])=[O:16])=[CH:9][CH:8]=2)[CH2:6][CH2:5]1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
Oxygen was slowly bubbled at 100° C. through a solution of 1-(1-fluoro-cyclopropyl)-4-methyl-benzene (470 mg, 3.13 mmol), cobalt(II)acetate tetrahydrate (117 mg, 0.46 mmol), and acetaldehyde (0.18 mL, 3.1 mmol) in acetic acid (30 mL) over 16 h. After cooling, the reaction mixture was evaporated and the residue triturated in water. The precipitate was collected by filtration to produce the title compound (257 mg, 46%). Light green solid, MS (EI) 180.1 (M+).
Workup
- temperatureAfter cooling
- customthe reaction mixture was evaporated
- customthe residue triturated in water
- filtrationThe precipitate was collected by filtration
Sources & evidence
- ORD record
- ord-61b79f41742d4eef8ce098b7f76c38d3
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678818B2
Reaction notes
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