2-Phenylquinoline-7-carbaldehyde → 7-Methyl-2-phenylquinoline

HRID 493740Notes

Reaction equation

HRID 493740 reaction equation
[C:1]1([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][C:11]([CH:17]=O)=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)(Cl)Cl.O=[Mn]=O>[CH3:17][C:11]1[CH:10]=[C:9]2[C:14]([CH:15]=[CH:16][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:8]2)=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 468355462-Phenylquinoline-7-carbaldehyde

Product 1

HCID 2877157-Methyl-2-phenylquinoline

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

Additionally, 2-phenylquinoline-7-carbaldehyde could be prepared as follows: To a solution of(2-phenylquinolin-7-yl)methanol (75 mg, 0.319 mmol) in chloroform (1 mL) was added MnO2 (277 mg, 3.19 mmol). The mixture was stirred at rt for 20 h and filtered through a Celite pad. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography. (1% MeOH in dichloromethane) to afford the title compound.

Workup

  1. filtrationfiltered through a Celite pad
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-4cfa2ab215ce482bb85750d9ef1de39c
Source dataset
uspto-grants-2009_05
Patent number
US07534797B2

Reaction notes

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