Potassium Iodide → HCID 59501382, compound

HRID 446658Notes

Reaction equation

HRID 446658 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:16]2[C:15]([C:20]3[CH:25]=[CH:24][C:23]([C:26]4[O:27][C:28]([C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[N:29][N:30]=4)=[CH:22][CH:21]=3)(O)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]([C:38]3[CH:43]=[CH:42][C:41]([C:44]4[O:45][C:46]([C:49]5[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=5)=[N:47][N:48]=4)=[CH:40][CH:39]=3)(O)[C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[I-].[K+].O.[PH2](=O)[O-].[Na+].[PH2](=O)O.C(=O)([O-])O.[Na+]>C(O)(=O)C>[C:1]([C:5]1[CH:18]=[CH:17][C:16]2[C:7](=[C:8]([C:38]3[CH:39]=[CH:40][C:41]([C:44]4[O:45][C:46]([C:49]5[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=5)=[N:47][N:48]=4)=[CH:42][CH:43]=3)[C:9]3[C:14]([C:15]=2[C:20]2[CH:21]=[CH:22][C:23]([C:26]4[O:27][C:28]([C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[N:29][N:30]=4)=[CH:24][CH:25]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 5

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 4124402Phosphinic AcidHCID 59501395HCID 59501395, compoundHCID 178418950HCID 178418950, compound

Product 1

HCID 59501382HCID 59501382, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

In a recovery flask were placed 2-tert-butyl-9,10-bis[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]anthracene-9,10-diol, 6.0 g (36 mmol) of potassium iodide, and 29 g (83 mmol) of sodium phosphinate monohydrate. They are dissolved by the addition of 50 mL of glacial acetic acid. This solution was stirred at 120° C. for 4 hours. Then, 50 mL of a 50% solution of phosphinic acid was added to this solution, and the mixture was stirred at 120° C. for 1 hour. Then, an aqueous solution of sodium hydrogen carbonate was added to this mixture, followed by stirring. After that, the resulting mixture was suction filtered to give a solid. This solid was washed with ethyl acetate. After that, the resulting solid was dissolved in chloroform, and this solution was washed with a saturated aqueous solution of sodium hydrogen carbonate and with saturated brine. Then, magnesium sulfate was added to the organic layer to thy it.

Workup

  1. customIn a recovery flask were placed
  2. stirringthe mixture was stirred at 120° C. for 1 hour
  3. stirringby stirring
  4. filtrationfiltered
  5. customto give a solid
  6. washThis solid was washed with ethyl acetate
  7. dissolutionAfter that, the resulting solid was dissolved in chloroform
  8. washthis solution was washed with a saturated aqueous solution of sodium hydrogen carbonate and with saturated brine
  9. additionThen, magnesium sulfate was added to the organic layer to thy it

Sources & evidence

ORD record
ord-ba608adbb08647dc828270301863ae70
Source dataset
uspto-grants-2013_07
Patent number
US08481176B2

Reaction notes

Loading…