Benzene → Dichloro(methyl)(triphenylmethyl)silane

HRID 377052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 377052
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:12]([Si:15]([CH3:18])([Cl:17])[Cl:16])(Cl)Cl>>[C:1]1([C:12]([Si:15]([CH3:18])([Cl:17])[Cl:16])([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 3

HCID 241BenzeneHCID 6451240Aluminum(III) ChlorideHCID 11806548HCID 11806548, Verbindung

Produkt 1

HCID 53413342Dichloro(methyl)(triphenylmethyl)silaneAusbeute 23,3 %

Versuchsvorschrift

In the same apparatus and procedures as EXAMPLE 1 above, 50.4 ml (564 mmol) of benzene and 2.92 g (21.9 mmol) of aluminum chloride were alkylated with 10.0 g (43.0 mmol) of (trichloromethyl)methyldichlorosilane under dry nitrogen atmospheric pressure for 5 hours at room temperature. The aluminum chloride catalyst was quenched with PoCl3 and then stirred for another 1 hour to complete the deactivation. Freshly distilled hexane (100 ml) was added to the reaction mixture and insoluble solids in hexane were filtered from the organic soultion. After hexane and benzene were distilled, recrystallization from chloroform yielded 3.58 g of (triphenylmethyl)methyldichlorosilane (mp: 170-172° C., yield; 23%).

Aufarbeitung

  1. customfor 5 hours
  2. customat room temperature
  3. customThe aluminum chloride catalyst was quenched with PoCl3
  4. additionFreshly distilled hexane (100 ml) was added to the reaction mixture and insoluble solids in hexane
  5. filtrationwere filtered from the organic soultion
  6. distillationAfter hexane and benzene were distilled
  7. customrecrystallization from chloroform

Quellen und Nachweise

ORD-Eintrag
ord-fc52a67b9a9b4dbaa24459ebc09144d4
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06022987

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