Ethyl Acetate → HCID 86598172, compound

HRID 458455Notes

Reaction equation

HRID 458455 reaction equation
C([O-])(=O)C.[NH4+:5].[C:6]1([CH3:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:13]([O:16][CH2:17][CH3:18])(=[O:15])[CH3:14]>>[NH2:5]/[C:10](/[CH2:9][CH2:8][CH2:7][CH:6]([CH3:12])[CH3:11])=[CH:14]\[C:13]([O:16][CH2:17][CH3:18])=[O:15]

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 18442011HCID 18442011, compound

Product 1

HCID 86598172HCID 86598172, compound

Procedure

To a mixture of β-ketoester (ethyl 7-methyl-3-oxooctanoate) in 100 mL of toluene ammonium acetate (5.34 g, 69.3 mmol) was added. The mixture was allowed to stir overnight at reflux. The reaction mixture was dissolved in ethyl acetate and the organics washed with H2O (3×) and brine. The organics were then dried over sodium sulfate, filtered and concentrated to yield a yellow oil: TLC (EtOAc/hexanes (1:4)): Rf=0.39

Workup

  1. additionwas added
  2. temperatureat reflux
  3. washthe organics washed with H2O (3×) and brine
  4. dry with materialThe organics were then dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield a yellow oil

Sources & evidence

ORD record
ord-b4602e19a6b446fbbc283a9f85655aff
Source dataset
uspto-grants-2007_03
Patent number
US07189851B2

Reaction notes

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