Hydrochloric Acid → HCID 23286063, compound

HRID 369432Notes

Reaction equation

HRID 369432 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([OH:20])=[C:8]([CH:19]=1)[C:9](=[O:18])[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([OH:3])=[O:2].[OH-:21].[Na+].Cl>C(O)C.OO>[C:1]([C:4]1[CH:19]=[C:8]2[C:7](=[CH:6][CH:5]=1)[O:20][C:11]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[C:10]([OH:21])[C:9]2=[O:18])([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4003407HCID 4003407, compound

Product 1

HCID 23286063HCID 23286063, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 784Hydrogen PeroxideSolvent

Conditions

Temperature
0 °C

Procedure

5'-Carboxy-2'-hydroxychalcone (30 mmol) and sodium hydroxide (5.2 g, 130 mmol) were dissolved in 200 ml of ethanol, to which 11.4 ml (100 mmol) of a 30% aqueous solution of hydrogen peroxide were added under ice cooling. The reaction mixture was stirred at 0° C. for 2 hours and then at room temperature for 16 hours. 2 N hydrochloric acid was added to the reaction mixture to acidify the same. The resulting precipitate was collected by filtration, washed with water, dried in air, and then recrystallized from THF-EtOH, whereby the title compound represented by the following formula was obtained (yield: 83%). ##STR58##

Workup

  1. additionwere added under ice cooling
  2. waitat room temperature for 16 hours
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customdried in air
  6. customrecrystallized from THF-EtOH, whereby the title compound
  7. customwas obtained (yield: 83%)

Sources & evidence

ORD record
ord-551cac2fa9f44ce7897ece02d2f34c54
Source dataset
uspto-grants-2000_10
Patent number
US06136848

Reaction notes

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