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

HRID 2113252

Reaction equation

HRID 2113252 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-7c4dfc0e2b814a16996f11fa733920dd
Source dataset
uspto-grants-2009_04
Patent number
US07524985B2

Linked notes

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