Dimethylformamide → 2-Oxobutyl benzoate

HRID 31659

Reaction equation

HRID 31659 reaction equation
Br[CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[C:7]([O-:15])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Na+].CN(C)C=O>C(OCC)C>[C:7]([O:15][CH2:2][C:3](=[O:6])[CH2:4][CH3:5])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 131561-Bromo-2-butanoneHCID 517055Sodium Benzoate

Product 1

HCID 157432722-Oxobutyl benzoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 1-bromobutan-2-one (7.2 g, 47.7 mmol), sodium benzoate (7.56 g, 52.4 mmol), and N,N-dimethylformamide (72 ml) was stirred at room temperature for 3 hours and 45 minutes. Diethyl ether was added to the reaction mixture and the mixture was washed with water and a saturated saline solution, dried over magnesium sulfate, and filtrated. The filtrate was concentrated under reduced pressure to obtain the title compound (9.5 g, quantitatively) as a light brown oil.

Workup

  1. washthe mixture was washed with water
  2. dry with materiala saturated saline solution, dried over magnesium sulfate
  3. filtrationfiltrated
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7d7c0015b0cc406bb4bdac4994bc8c15
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Linked notes

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