Hydrochloric Acid → HCID 178418386, compound

Reaction equation

[O:1]=[C:2]([CH2:8][C:9](=[O:19])[C:10]1[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=1[CH3:18])[C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[N:21]([O-])=[O:22].[Na+]>C(O)C>[O:1]=[C:2]([C:8](=[N:21][OH:22])[C:9](=[O:19])[C:10]1[C:11]([CH3:18])=[CH:12][C:13]([CH3:17])=[CH:14][C:15]=1[CH3:16])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

Procedure

N2O3 gas was slowly passed into a stirred solution of the product of step A (16.2 g) in 300 mL of ethanol until the disappearance of starting material was confirmed by TLC. N2O3 gas was generated by the dropwise addition of 12N aqueous HCl solution into an aqueous slurry of NaNO2. The solvent was removed from the mixture and 200 mL of water was added to the residue. The product was then extracted into ether. The ether extract was dried over Na2SO4 and evaporated to give 16.1 g of a semi-solid.