Dimethylformamide → 2-Oxobutyl benzoate

HRID 1645603Notes

Reaction equation

HRID 1645603 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-6473dc0466414d0ca972d4e8c6e16f2b
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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