Naphthalene → Anthraquinone

HRID 894477

Reaction equation

HRID 894477 reaction equation
[CH2:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH2:4][CH2:3][CH2:2]1.C1C2C(=CC=CC=2)C=CC=1>>[CH:8]1[C:7]2[C:6](=[O:16])[C:5]3[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:13](=[O:15])[C:12]=2[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 931Naphthalene2×HCID 219295Tetrahydroanthraquinone2×

Product 1

HCID 6780Anthraquinone

Procedure

In the process according to U.S. Pat. No. 2,938,913, the mixture which is present after the Diels-Alder reaction and which contains tetrahydroanthraquinone, solvent and naphthalene is first treated with aqueous alkali, an aqueous alkaline solution of salts of tetrahydroanthraquinone and a mixture of solvent and naphthalene being obtained. Crude solid anthraquinone is isolated from the solution containing the salts of tetrahydroanthraquinone by passing air through this solution and filtering off the anthraquinone which precipitates out. The mixture of naphthalene and the solvent is separated, by distillation, into the components, which can then be re-used in the anthraquinone synthesis.

Workup

  1. customafter the Diels-Alder reaction and which
  2. additionis first treated with aqueous alkali
  3. customobtained

Sources & evidence

ORD record
ord-a777f0fc97bc4182b784ca51162140ba
Source dataset
uspto-grants-1981_08
Patent number
US04284576

Linked notes

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