Water → Dimethyl-bis(2-methyl-1H-inden-1-yl)silane

HRID 54608

Reaction equation

HRID 54608 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.[CH3:11][Si:12]([CH3:15])(Cl)Cl.O>O1CCCC1.C([Li])CCC.CCCCCC>[CH3:11][Si:12]([CH3:15])([CH:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH3:1])[CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:2]1[CH3:1]

Participants

7

Reactant 3

HCID 962WaterHCID 6398DichlorodimethylsilaneHCID 165871H-Indene, 2-methyl-

Product 1

HCID 4050248Dimethyl-bis(2-methyl-1H-inden-1-yl)silaneYield 68%

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolventHCID 178418339ButyllithiumSolvent

Procedure

In a 500 ml glass reactor, 4.3 g (33 mmole) of 2-methylindene was dissolved in 80 ml of tetrahydrofuran, to which 21 ml of 1.6M n-butyllithium in hexane was slowly added under cooling. After the mixture was stirred at room tempearture for 1 hour, it was cooled again, and 2.1 g of dimethyldichlorosilane was added dropwise. After the mixture was stirred at room temperature for 12 hours, 50 ml of water was added, and the organic phase was separated and dried to give 3.5 g of dimethylbis(2-methylindenyl)silane.

Workup

  1. additionwas slowly added
  2. temperatureunder cooling
  3. temperatureit was cooled again
  4. stirringAfter the mixture was stirred at room temperature for 12 hours
  5. customthe organic phase was separated
  6. customdried

Sources & evidence

ORD record
ord-151018c2ea9f40899b919dffed3610ca
Source dataset
uspto-grants-1997_04
Patent number
US05623022

Linked notes

Loading…