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

HRID 2113121Notes

Reaction equation

HRID 2113121 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-quinolin4-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-9bd6cd05666a4e718f9834dcbefc00f3
Source dataset
uspto-grants-2009_04
Patent number
US07524873B2

Reaction notes

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