2,5-Dimethyloxolan-3-one → HCID 130813445, compound

HRID 590780Notes

Reaction equation

HRID 590780 reaction equation
[CH3:1][CH:2]1[C:6](=O)[CH2:5][CH:4]([CH3:8])[O:3]1.CC([O-])=O.[Na+].[NH2:14][OH:15].Cl>CCO>[CH3:1][CH:2]1[C:6](=[N:14][OH:15])[CH2:5][CH:4]([CH3:8])[O:3]1

Participants

5

Reactant 3

HCID 1181042,5-Dimethyloxolan-3-oneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 130813445HCID 130813445, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,5-dimethyldihydrofuran-3(2H)-one (20 g, 0.175 mol) and NaOAc (43 g, 0.526 mol) in EtOH (300 mL), NH2OH.HCl (15.8 g, 0.228 mol) was added portion in the mixture at 0° C. After addition, the reaction was stirred at rt for 3 h. Filtered, the filtrate was concentrated and the residue was dissolved in DCM, filtered, the filtrate was concentrated to give 2,5-dimethyldihydrofuran-3(2H)-one oxime. 1H NMR (ppm, 300 MHz, CDCl3) δ 3.7-4.9 (m, 2H), 2.0-3.0 (m, 2H), 1.2-1.4 (m, 6H).

Workup

  1. additionAfter addition
  2. filtrationFiltered
  3. concentrationthe filtrate was concentrated
  4. dissolutionthe residue was dissolved in DCM
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2764c3fe60a54c3c84f9e612ff1b3a79
Source dataset
uspto-grants-2016_01
Patent number
US09233979B2

Reaction notes

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