Acetone → HCID 86688395, compound

HRID 1488325Notes

Reaction equation

HRID 1488325 reaction equation
[P:1]1[C:14]2[CH:13]=[CH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[C:37]2[C:36](O)=[C:35](O)[CH:34]=[CH:33][C:32]=2[C:31]2[C:26]1=[CH:27][CH:28]=[CH:29][CH:30]=2)([CH3:18])([CH3:17])[CH3:16].[C:40](=[O:43])([O-])[O-].[K+].[K+].CI.C[C:49](C)=[O:50]>>[P:1]1[C:14]2[CH:13]=[CH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[C:37]2[C:36]([O:50][CH3:49])=[C:35]([O:43][CH3:40])[CH:34]=[CH:33][C:32]=2[C:31]2[C:26]1=[CH:27][CH:28]=[CH:29][CH:30]=2)([CH3:16])([CH3:17])[CH3:18]

Participants

5

Reactant 4

HCID 180AcetoneHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86688397HCID 86688397, compound2×

Product 1

HCID 86688395HCID 86688395, compound

Procedure

In a 250 ml two-neck flask, N-(t-butylphenyl)dihydroxy carbazole phosphaphenanthrene (Compound I, 4.12 g), potassium carbonate (21 g), and acetone (100 ml) were mixed and stirred. Methyliodide (17.4 g) was added thereto, followed by refluxing and stirring for 1 hour. The reaction solution was filtered, and the filtrate was concentrated and dissolved in ethylacetate. The resultant was washed with distilled water, and the organic layer was dried over anhydrous magnesium sulfate. The dried organic layer was concentrated by distillation under reduced pressure and purified using a column chromatography, thereby obtaining 2 g of N-(t-butylphenyl)dimethoxy carbazole phosphaphenanthrene (Compound 201).

Workup

  1. temperatureby refluxing
  2. stirringstirring for 1 hour
  3. filtrationThe reaction solution was filtered
  4. concentrationthe filtrate was concentrated
  5. dissolutiondissolved in ethylacetate
  6. washThe resultant was washed with distilled water
  7. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  8. concentrationThe dried organic layer was concentrated by distillation under reduced pressure
  9. custompurified

Sources & evidence

ORD record
ord-21c3426f6aca41409c858c771a740070
Source dataset
uspto-grants-2016_08
Patent number
US09431616B2

Reaction notes

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