Dimethylformamide → 1-Acetoxy-2-butanone

HRID 1645600

Reaction equation

HRID 1645600 reaction equation
Br[CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[C:7]([O-:10])(=[O:9])[CH3:8].[K+].CN(C)C=O>O>[C:7]([O:10][CH2:2][C:3](=[O:6])[CH2:4][CH3:5])(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 131561-Bromo-2-butanoneHCID 517044Potassium Acetate

Product 1

HCID 153021-Acetoxy-2-butanoneYield 95.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-bromobutan-2-one (10 g, 66.2 mmol), potassium acetate (7.8 g, 79.4 mmol), and N,N-dimethylformamide (50 ml) was stirred at room temperature for 5 days. Water was added to the reaction mixture and extracted with diethyl ether twice. The organic layers were combined and washed with a saturated saline solution, dried over magnesium sulfate, and filtrated. The filtrate was concentrated under reduced pressure to obtain the title compound (8.24 g) in the form of a mixture with N,N-dimethylformamide.

Workup

  1. extractionextracted with diethyl ether twice
  2. washwashed with a saturated saline solution
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltrated
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d10be60594aa499ca5a442cbfd6738a2
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Linked notes

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