Methyl iodide → HCID 66936873, compound

HRID 2167318Notes

Reaction equation

HRID 2167318 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:24]2[CH:23]=[C:22]3[C:25]4[C:30]([CH:31]=[C:21]3[NH:20][C:19]=2[C:18]([C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[C:17]2[C:12]=1[CH:13]=[CH:14][CH:15]=[CH:16]2)=[CH:29][CH:28]=[CH:27][CH:26]=4.[C:42](O[Na])(C)(C)C.CI>C1COCC1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:24]2[CH:23]=[C:22]3[C:25]4[C:30]([CH:31]=[C:21]3[N:20]([CH3:42])[C:19]=2[C:18]([C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[C:17]2[C:12]=1[CH:13]=[CH:14][CH:15]=[CH:16]2)=[CH:29][CH:28]=[CH:27][CH:26]=4

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 86650677HCID 86650677, compoundHCID 178418730sodium 2-methylpropan-2-olate

Product 1

HCID 66936873HCID 66936873, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.4 g (14.2 mmol) of 6,11-di(2-naphthyl)-12-H-12-aza-indeno[1,2-b]anthracene was dissolved with 70 ml of THF in a 250 ml flask, and 1.64 g (17.0 mmol) of t-BuONa was added thereto and then, 2.4 ml (17.0 mmol) of CH3I was slowly added thereto at room temperature. After 30 minutes, a solvent was removed to obtain a solid, and the solid was hot filtered twice using dichlorobenzene, and re-crystallized three times using dichlorobenzene. Then, the resultant solid was dried under reduced pressure, thereby producing 6,11-di(2-naphthyl)-12-methyl-12-aza indeno[1,2-b]anthracene (3.5 g, 46%) that was white yellow.

Workup

  1. customat room temperature
  2. customa solvent was removed
  3. customto obtain a solid
  4. filtrationthe solid was hot filtered twice using dichlorobenzene
  5. customre-crystallized three times
  6. customThen, the resultant solid was dried under reduced pressure

Sources & evidence

ORD record
ord-04869b493b964f5397ca63a54a1f74db
Source dataset
uspto-grants-2015_06
Patent number
US09045419B2

Reaction notes

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