5,8-Dimethyl-5,10-dihydroindeno[1,2-b]indole → HCID 178506659, compound

HRID 1264127Notes

Reaction equation

HRID 1264127 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][C:7]([CH3:11])=[CH:6][C:5]=2[C:4]2[CH2:12][C:13]3[C:18]([C:3]1=2)=[CH:17][CH:16]=[CH:15][CH:14]=3.C([Li:23])CCC>C1(C)C=CC=CC=1.CCCCC>[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][C:7]([CH3:11])=[CH:6][C:5]=2[C:4]2[CH2:12][C:13]3[C:18]([C:3]1=2)=[CH:17][CH:16]=[CH:15][C:14]=3[Li:23]

Participants

5

Reactant 2

HCID 179536985,8-Dimethyl-5,10-dihydroindeno[1,2-b]indoleHCID 178418339Butyllithium

Product 1

HCID 178506659HCID 178506659, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8003PentaneSolvent

Conditions

Temperature
25 °C

Procedure

Under the nitrogen protection, 1.52 grams (0.0077 mole) of 5,8-dimethyl-5,10-dihydroindeno[1,2-b]indole is dissolved in 15 mL of toluene. To the solution is added 3.9 mL of n-butyllithium solution in pentane (2.0 mole/L). The mixture is refluxed for three hours and then cooled to 25° C. The precipitate is isolated by filtration, washed with hexane, and dried under vacuum, yielding 1.26 grams of 5,8-dimethyl-5,10-dihydroindeno [1,2-b]indolyllithium.

Workup

  1. temperatureThe mixture is refluxed for three hours
  2. customThe precipitate is isolated by filtration
  3. washwashed with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8095727f5fd64c5b801e86283c89a10e
Source dataset
uspto-grants-2003_04
Patent number
US06541583B2

Reaction notes

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