Sulfuric Acid → HCID 67529768, compound

HRID 2388243Notes

Reaction equation

HRID 2388243 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5](=[O:17])[CH:6]([CH3:16])[C:7]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[N:8]O)[CH3:2].S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:5]1[O:17][N:8]=[C:7]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[C:6]=1[CH3:16])=[O:18])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 86648130HCID 86648130, compound

Product 1

HCID 67529768HCID 67529768, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Cyclohexyl-4-hydroxyimino-3-methyl-2-oxo-butyric acid ethyl ester (3.1 g, 12.2 mmol) and concentrated sulfuric acid (3 mL) were added to 50 mL of absolute ethanol and the mixture was refluxed for 16 hours. After the mixture cooled to room temperature, saturated sodium bicarbonate solution was added to neutralize the mixture. The product was extracted with CH2Cl2 and the combined organic layer was dried over MgSO4 and concentrated to give 2.64 g of the title compound. MS: (+) m/z 238.38 (M+1).

Workup

  1. temperaturethe mixture was refluxed for 16 hours
  2. extractionThe product was extracted with CH2Cl2
  3. dry with materialthe combined organic layer was dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-92aaca953fa44a13802828ad7801c292
Source dataset
uspto-grants-2012_09
Patent number
US08269008B2

Reaction notes

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