Dichlorodimethylsilane → HCID 18468872, compound

HRID 1636213Notes

Reaction equation

HRID 1636213 reaction equation
[CH3:1][C:2]1[CH:3]([Li])[C:4]2[C:12]([C:13]=1[CH3:14])=[CH:11][C:10]1[CH2:9][CH2:8][CH2:7][C:6]=1[CH:5]=2.[Si:16]([CH3:20])([CH3:19])(Cl)[Cl:17]>C1COCC1>[Cl:17][Si:16]([CH3:20])([CH3:19])[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]([CH3:14])=[C:2]1[CH3:1]

Participants

4

Reactant 2

HCID 6398DichlorodimethylsilaneHCID 178506836HCID 178506836, compound

Product 1

HCID 18468872HCID 18468872, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
22.5 °C

Procedure

(1,5,6,7-tetrahydro-2,3-dimethyl-s-indacen-1-yl)lithium (9.27 g, 0.04874 moles) in THF (90 mL) was added dropwise to a solution of Me2SiCl2 (18.90 g, 0.1463 moles) in THF (50 mL). 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 an orange/brown oil (10.35 g, 76.7 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-f1d11bcbcb3d4d6abdcd2b6cf17ee36b
Source dataset
uspto-grants-2000_03
Patent number
US06034022

Reaction notes

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