Potassium Iodide → HCID 58142416, compound

HRID 1945363Notes

Reaction equation

HRID 1945363 reaction equation
[CH3:1][C:2]1([CH3:45])[C:22]2[C:9](=[CH:10][C:11]3[C:12]([C:35]4[CH:44]=[CH:43][C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[CH:36]=4)(O)[C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[C:19]([C:24]4[CH:33]=[CH:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[CH:25]=4)(O)[C:20]=3[CH:21]=2)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[I-].[K+].[PH2]([O-])=O.[Na+]>C(O)(=O)C>[CH3:1][C:2]1([CH3:45])[C:22]2[C:9](=[CH:10][C:11]3[C:12]([C:35]4[CH:44]=[CH:43][C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[CH:36]=4)=[C:13]4[C:18](=[C:19]([C:24]5[CH:33]=[CH:32][C:31]6[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=6)[CH:25]=5)[C:20]=3[CH:21]=2)[CH:17]=[CH:16][CH:15]=[CH:14]4)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 68969950HCID 68969950, compoundHCID 178527019HCID 178527019, compound

Product 1

HCID 58142416HCID 58142416, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

13,13-dimethyl-6,11-di(naphthalen-2-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (5 g, 1 eq, 0.0075 mol), potassium iodide (12.45 g, 10 eq, 0.075 mol), and sodium hypophosphite (6 g, 5 eq, 0.037 mol) were placed in a flask, acetic acid (200 ml) was added thereto, and the reaction mixture was stirred for five hours while heating. After the reaction was terminated, the reaction solution was added to an excess of distilled water. The resultant solid was washed, filtered and purified by column chromatography to give 13,13-dimethyl-6,11-di(naphthalen-2-yl)-13H-indeno[1,2-b]anthracene (3.56 g, yield=76%).

Workup

  1. temperaturewhile heating
  2. customAfter the reaction was terminated
  3. additionthe reaction solution was added to an excess of distilled water
  4. washThe resultant solid was washed
  5. filtrationfiltered
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-2bf79a0c0ce245a2bb1168b00e7d8234
Source dataset
uspto-grants-2013_03
Patent number
US08395144B2

Reaction notes

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