Sulfuric Acid → HCID 67529768, compound

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

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).