Sodium Hydroxide → 1-Aminoanthraquinone

HRID 273912Notes

Reaction equation

HRID 273912 reaction equation
C(OC([NH:11][C:12]1[C:25]2[C:24](=[O:26])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17](=[O:27])[C:16]=2[CH:15]=[CH:14][CH:13]=1)=O)C1C=CC=CC=1.[OH-].[Na+]>C(O)C>[NH2:11][C:12]1[C:25]2[C:24](=[O:26])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17](=[O:27])[C:16]=2[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11024734HCID 11024734, compound

Product 1

HCID 67101-AminoanthraquinoneYield 96.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.50 g of 1-benzyloxycarbonylaminoanthraquinone, 25 ml of ethanol and 25 ml of 50% strength aqueous sodium hydroxide solution were heated under reflux for 6 hours and the solution was then concentrated in vacuo. The residue was taken up in chloroform/water, the phases were separated and the organic phase was washed twice with water. The organic phase was concentrated in vacuo and 0.30 g of 1-aminoanthraquinone (99% pure; 95% of theory) was obtained.

Workup

  1. temperatureunder reflux for 6 hours
  2. concentrationthe solution was then concentrated in vacuo
  3. customthe phases were separated
  4. washthe organic phase was washed twice with water
  5. concentrationThe organic phase was concentrated in vacuo

Sources & evidence

ORD record
ord-49308a0a18cb40239263b61309c0a178
Source dataset
uspto-grants-1995_02
Patent number
US05387704

Reaction notes

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