1-(Quinolin-4-yl)ethanol → 1-(Quinolin-4-yl)ethan-1-one

HRID 460143Notes

Reaction equation

HRID 460143 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]([OH:13])[CH3:12])=[CH:3][CH:2]=1>ClCCl.[O-2].[Mn+2]>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:13])[CH3:12])=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 53147551-(Quinolin-4-yl)ethanol

Product 1

HCID 123401901-(Quinolin-4-yl)ethan-1-oneYield 100%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To the mixture of manganese oxide (8.69 g, 100 mmol, Aldrich) in dichloromethane (80 mL) was added 1-quinolin-4-yl-ethanol (1.73 g, 10 mmol). The reaction mixture was refluxed for overnight and then cooled to room temperature. The solid was filtered out through Celite pad. The organic solution dried over anhydrous magnesium sulfate and concentrated via vacuo to give crude title compound as light yellow solid in 100% yield (1.71 g, 10.0 mmol).

Workup

  1. temperatureThe reaction mixture was refluxed for overnight
  2. filtrationThe solid was filtered out through Celite pad
  3. dry with materialThe organic solution dried over anhydrous magnesium sulfate
  4. concentrationconcentrated via vacuo

Sources & evidence

ORD record
ord-7cac8f31b4584785b737b061818ea1a0
Source dataset
uspto-grants-2007_03
Patent number
US07196102B2

Reaction notes

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