Methyl iodide → 1,1'-(9-methyl-9H-carbazole-2,7-diyl)diethanone

HRID 337393Notes

Reaction equation

HRID 337393 reaction equation
I[CH3:2].[CH:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:16](=[O:18])[CH3:17])[CH:12]=3)[C:7]=2[CH:6]=[CH:5][C:4]=1[C:19](=[O:21])[CH3:20].[OH-].[K+]>C1COCC1>[CH3:2][N:14]1[C:13]2[CH:12]=[C:11]([C:16](=[O:18])[CH3:17])[CH:10]=[CH:9][C:8]=2[C:7]2[C:15]1=[CH:3][C:4]([C:19](=[O:21])[CH3:20])=[CH:5][CH:6]=2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 42891861-(7-acetyl-9H-carbazol-2-yl)ethanone

Product 1

HCID 578167421,1'-(9-methyl-9H-carbazole-2,7-diyl)diethanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Iodomethane (0.747 mL, 11.94 mmol) was added to the mixture of 1,1′-(9H-carbazole-2,7-diyl)diethanone (1 g, 3.98 mmol) and potassium hydroxide (0.223 g, 3.98 mmol) in THF (20 mL) and stirred for overnight at room temperature. The solvent was then removed under reduced pressure and the crude was extracted with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated to get the pure product as yellow solid.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. extractionthe crude was extracted with dichloromethane
  3. washwashed with water
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-669e81930024469bbda6dc5d392c71c8
Source dataset
uspto-grants-2014_11
Patent number
US08889726B2

Reaction notes

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