Water → HCID 18475060, compound

HRID 1729085Notes

Reaction equation

HRID 1729085 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH2:11]([Li])[CH2:12][CH2:13][CH3:14].Br[CH2:17][CH2:18]Br.O>C1COCC1.CCCCCC>[CH3:1][C:2]1[CH:10]([CH:13]([CH:12]2[C:11]3[C:9](=[CH:10][CH:2]=[CH:3][CH:4]=3)[CH:8]=[C:17]2[CH3:18])[CH3:14])[C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

7

Reactant 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 165871H-Indene, 2-methyl-HCID 178418339Butyllithium

Product 1

HCID 18475060HCID 18475060, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

5.0 g (33 mmol) of 2-methylindene was dissolved in 80 ml of THF in a 500 ml-glass reactor. While the solution was being cooled, a solution of 1.6M of n-butyl lithium in 21 ml of hexane was gradually dropped into the reactor. After the above substances had been agitated together at room temperature for 1 hour, they were again cooled. Thereafter, 3.1 g of 1, 2-dibromoethane was gradually dropped in. Then, the above substances were agitated together at room temperature for 12 hours, and 50 ml of water was added. Thereafter, the organic phase was separated, and dried. The organic phase was then washed with heptane several times, and dried, thereby obtaining 2.9 g of bis-(2-methylindenyl) ethane.

Workup

  1. temperatureWhile the solution was being cooled
  2. temperaturethey were again cooled
  3. stirringThen, the above substances were agitated together at room temperature for 12 hours
  4. customThereafter, the organic phase was separated
  5. customdried
  6. washThe organic phase was then washed with heptane several times
  7. customdried

Sources & evidence

ORD record
ord-621f6ee9ab284507872d0815b12dc2d4
Source dataset
uspto-grants-1994_07
Patent number
US05331054

Reaction notes

Loading…