Dichlorodimethylsilane → Chlorodimethyl(1,5,6,7-tetrahydro-2-methyl-3-phenyl-s-indacen-1-yl) silane

HRID 1636215Notes

Reaction equation

HRID 1636215 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[CH:5]=[C:6]3[C:10](=[CH:11][C:12]=2[C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:9]([Li])[CH2:8][CH2:7]3.[Si:21]([CH3:25])([CH3:24])(Cl)[Cl:22]>C1COCC1>[Cl:22][Si:21]([CH3:25])([CH3:24])[CH:3]1[C:4]2[C:12](=[CH:11][C:10]3[CH2:9][CH2:8][CH2:7][C:6]=3[CH:5]=2)[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:2]1[CH3:1]

Participants

4

Reactant 2

HCID 6398DichlorodimethylsilaneHCID 178506814HCID 178506814, compound

Product 1

HCID 19350461Chlorodimethyl(1,5,6,7-tetrahydro-2-methyl-3-phenyl-s-indacen-1-yl) silaneYield 96.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
22.5 °C

Procedure

(6-Methyl-7-phenyl-1,2,3,5-tetrahydro-s-indacenyl) lithium (17.8305 g, 0.07068 moles) in THF (50 mL) was added dropwise to a solution of Me2SiCl2 (21.3694 g, 0.1656 moles) in THF (100 mL) at 0° C. This mixture was then allowed to stir at 20-25° C. 16 hours. After the reaction period the volatiles were removed and the residue extracted and filtered using hexane. The removal of the hexane resulted in the isolation of the desired product as a viscous yellow oil (23.0231 g, 96.1 percent).

Workup

  1. custom16 hours
  2. customAfter the reaction period the volatiles
  3. customwere removed
  4. extractionthe residue extracted
  5. filtrationfiltered
  6. customThe removal of the hexane

Sources & evidence

ORD record
ord-f5747fa37914482f993dd0c8faa1bcd8
Source dataset
uspto-grants-2000_03
Patent number
US06034022

Reaction notes

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