Chlorotrimethylsilane → HCID 18670031, compound

HRID 1059056Notes

Reaction equation

HRID 1059056 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 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.

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-87492a96475849eb9f34c7f336653e42
Source dataset
uspto-grants-2003_02
Patent number
US06518386B1

Reaction notes

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