HCID 59492358, compound → 3-Methylquinoline-5-carbaldehyde
Reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[C:9]([CH2:12][OH:13])[CH:8]=[CH:7][CH:6]=2>ClCCl.[O-2].[Mn+4].[O-2]>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH:12]=[O:13])[C:10]=2[CH:11]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
30.0 g (173 mmol) of the compound from example 22A are taken up in 850 ml of dichloromethane, and 240.0 g of manganese(IV) oxide are added. The mixture is stirred at room temperature for 16 h and then filtered through kieselguhr. The latter is washed with dichloromethane, and the filtrate is concentrated in a rotary evaporator. Drying the residue results in 23.0 g (75% of theory) of the title compound.
Workup
- filtrationfiltered through kieselguhr
- washThe latter is washed with dichloromethane
- concentrationthe filtrate is concentrated in a rotary evaporator
- customDrying the residue
Sources & evidence
- ORD record
- ord-0d179d656c42411d9a2b62c2b1fd5e04
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08404723B2
Reaction notes
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