Chlorotrimethylsilane → HCID 18670031, compound

HRID 1935988Notes

Reaction equation

HRID 1935988 reaction equation
[CH:1]1([C:10]([CH:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)([CH3:12])[CH3:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C([Li])CCC.[Li][Li].C1(C(C2C3C(=CC=CC=3)C=C2)(C)C)C2C(=CC=CC=2)C=C1.[Si:50](Cl)([CH3:53])([CH3:52])[CH3:51]>CCOCC.CCCCC>[CH3:51][Si:50]([CH3:53])([CH3:52])[C:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:13]([C:10]([CH:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([Si:50]([CH3:53])([CH3:52])[CH3:51])=[CH:2]2)([CH3:11])[CH3:12])[CH:14]=1

Participants

8

Reactant 5

HCID 6397ChlorotrimethylsilaneHCID 117806711H-Indene, (1-methylethylidene)bis-HCID 69536615HCID 69536615, compoundHCID 131721750HCID 131721750, compoundHCID 178418339Butyllithium

Product 1

HCID 18670031HCID 18670031, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8003PentaneSolvent

Procedure

5.45 g (20 mmol) of 2,2-bis(indenyl)propane prepared according to the procedure of example 1 was dissolved in 100 ml of ether. The solution thus obtained was taken to −20° C., and 22 ml of a 2.0 M solution of n-butyl-lithium in pentane was added, thus giving a suspension of dilithium-2,2-bis(indenyl)propane. 8.77 g (30.85 mmol) of dilithium 2,2-bis(indenyl)propane was dissolved in 100 ml of ether, and 10 ml of Me3SiCl (excess) was added at a temperature of −40° C. The resulting mixture was allowed to return to room temperature. The organic phase was then separated off, the solvent removed and the product dried in vacuo. 1H-NMR

Workup

  1. customThe solution thus obtained
  2. customwas taken to −20° C.
  3. customthus giving
  4. customto return to room temperature
  5. customThe organic phase was then separated off
  6. customthe solvent removed
  7. customthe product dried in vacuo

Sources & evidence

ORD record
ord-5fe825e91c464dba9216bb7d407993b6
Source dataset
uspto-grants-2002_05
Patent number
US06388118B1

Reaction notes

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