1,2,3,4-Tetrachlorobenzene → [2,2-Bis(2,3,4,5-tetrachlorophenyl) ethyl]trichlorosilane

HRID 377059

Reaktionsgleichung

Reaktionsgleichung von HRID 377059
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([Cl:9])[C:3]=1[Cl:10].[Cl-:11].[Al+3].[Cl-:13].[Cl-:14].Cl[CH:16]([Si:19]([Cl:22])([Cl:21])[Cl:20])[CH2:17]Cl>>[Cl:1][C:2]1[C:3]([Cl:10])=[C:4]([Cl:9])[C:5]([Cl:8])=[CH:6][C:7]=1[CH:17]([C:3]1[CH:4]=[C:5]([Cl:11])[C:6]([Cl:13])=[C:7]([Cl:14])[C:2]=1[Cl:1])[CH2:16][Si:19]([Cl:22])([Cl:21])[Cl:20]

Komponenten

4

Edukt 3

HCID 124631,2,3,4-TetrachlorobenzeneHCID 79093Silane, trichloro(1,2-dichloroethyl)-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 53867974[2,2-Bis(2,3,4,5-tetrachlorophenyl) ethyl]trichlorosilaneAusbeute 220,1 %

Versuchsvorschrift

In the same apparatus and procedures as EXAMPLE 1 above, 43.18 g (200 mmol) of 1,2,3,4-tetrachlorobenzene and 1.07 g (8.0 mmol) of aluminum chloride were alkylated with 9.30 g (40.0 mmol) of (1,2-dichloroethyl)trichlorosilane for 10 min at 130° C. The aluminum chloride catalyst was quenched with POCl3 and then stirred for another 30 min 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 was distilled, the reaction products were vacuum distilled to give 10.41 g of [2,2-bis(2,3,4,5-tetrachlorophenyl) ethyl]trichlorosilane (bp; 218-222° C./0.5 torr, yield; 44%).

Aufarbeitung

  1. customThe aluminum chloride catalyst was quenched with POCl3
  2. additionFreshly distilled hexane(100 ml) was added to the reaction mixture and insoluble solids in hexane
  3. filtrationwere filtered from the organic soultion
  4. distillationAfter hexane was distilled
  5. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-005acce036c24ac3af248b0103f6e476
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06022987

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