Dichlorodimethylsilane → HCID 21943886, compound

HRID 2216717Notes

Reaction equation

HRID 2216717 reaction equation
[C:1]1([C:7]2[CH2:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li]CCCC.[Si:21]([CH3:25])([CH3:24])(Cl)[Cl:22]>CCOCC>[Cl:22][Si:21]([CH3:25])([CH3:24])[CH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:15]=[C:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6398DichlorodimethylsilaneHCID 3534352-Phenyl-1H-indeneHCID 178418339Butyllithium

Product 1

HCID 21943886HCID 21943886, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 0.96 g (5.0 mmol) of 2-phenylindene in 30 mL of Et2O was treated at −70° C. with 3.13 mL (5.0 mmol) of a 1.6 M solution of n-BuLi. After the addition, the mixture was allowed to warm to room temperature and stirred for 50 min. Then it was cooled again to −70° C. and treated with a solution of 0.65 g (5.0 mmol) of Me2SiCl2 in 10 mL of ether. When the addition was completed, the mixture was allowed to reach room temperature and stirred overnight. The resulting reaction mixture was filtered to remove LiCl and the solvent was removed under reduced pressure. The crude product was used in the next step without further purification.

Workup

  1. additionAfter the addition
  2. temperatureThen it was cooled again to −70° C.
  3. additionWhen the addition
  4. customto reach room temperature
  5. stirringstirred overnight
  6. customThe resulting reaction mixture
  7. filtrationwas filtered
  8. customto remove LiCl
  9. customthe solvent was removed under reduced pressure
  10. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-8929e5e967c44c50b4e6621a475651a5
Source dataset
uspto-grants-2006_09
Patent number
US07112638B2

Reaction notes

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