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

HRID 132796

Reaction equation

HRID 132796 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

5

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 522606Sodium PerchlorateHCID 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).

Workup

  1. customfollowed by reaction
  2. temperatureThe reaction mixture was chilled
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with a small amount of water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-06963fd2f68445c0a7be0ad03d8800fb
Source dataset
uspto-grants-2008_06
Patent number
US07388110B2

Linked notes

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