HCID 21270175, compound → HCID 54074501, compound

HRID 1194479Notes

Reaction equation

HRID 1194479 reaction equation
C([O:4][C:5]1[C:25]([OH:26])=[CH:24][C:8]2[C:9](=[O:23])[C:10]([C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:22])[CH3:21])=[CH:15][CH:14]=3)=[CH:11][O:12][C:7]=2[CH:6]=1)(=O)C>Cl.C(O)C>[OH:26][C:25]1[C:5]([OH:4])=[CH:6][C:7]2[O:12][CH:11]=[C:10]([C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:22])[CH3:21])=[CH:15][CH:14]=3)[C:9](=[O:23])[C:8]=2[CH:24]=1

Participants

4

Reactant 1

HCID 21270175HCID 21270175, compound

Product 1

HCID 54074501HCID 54074501, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

7-Acetyloxy-6-hydroxy-3-(4-acetylaminophenyl)-4H-1-benzopyran-4-one [see Example 65a] (20 mg) is dissolved in a mixture of 1N aqueous hydrochloric acid and ethanol 1:1 (10 ml) and stirred during 12 h at room temperature. The solution is then extracted with dichloromethane, the dichloromethane layer is washed with water and evaporated to dryness under vacuum to give 6,7-dihydroxy-3-(4-acetylaminophenyl)-4H-1-benzopyran-4-one, m.p.>310° (dec.).

Workup

  1. extractionThe solution is then extracted with dichloromethane
  2. washthe dichloromethane layer is washed with water
  3. customevaporated to dryness under vacuum

Sources & evidence

ORD record
ord-d9a6d9d3af7e4ceb8c6aea60a706629c
Source dataset
uspto-grants-1989_03
Patent number
US04814346

Reaction notes

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