Hydrochloric Acid → 9,10-Dimethylanthracene-2-carboxylic acid

Reaction equation

[CH3:1][C:2]1[C:3]2[C:8]([C:9]([CH3:19])=[C:10]3[C:15]=1[CH:14]=[C:13](C(=O)C)[CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.Cl([O-])(=O)(=O)=[O:21].[Na+].Cl.[O:27]1[CH2:32]COCC1>>[CH3:1][C:2]1[C:3]2[C:8]([C:9]([CH3:19])=[C:10]3[C:15]=1[CH:14]=[C:13]([C:32]([OH:27])=[O:21])[CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 522606Sodium Perchlorate

HCID 124387722-Acetyl-9,10-dimethylanthracene

Product 1

HCID 231095239,10-Dimethylanthracene-2-carboxylic acid

Conditions

Temperature: 85 °C

Procedure

9,10-Dimethyl-2-acetylanthracene (1.2 g) was dissolved in dioxane (24 mL). An aqueous solution of sodium perchlorate (10 mL; effective chlorine concentration: 10 wt %) was then added, followed by reaction under stirring at 85° C. for 8 hours. The reaction mixture was chilled, and then rendered acidic with dilute hydrochloric acid. The resulting precipitate was collected by filtration, washed with a small amount of water, and then dried in vacuo to afford the target compound (1.16 g).