Benzene → (2,2-Diphenylethyl)trichlorosilane

HRID 377056

Reaction equation

HRID 377056 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH:12]([Si:15]([Cl:18])([Cl:17])[Cl:16])[CH2:13]Cl>>[C:1]1([CH:13]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][Si:15]([Cl:18])([Cl:17])[Cl:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 79093Silane, trichloro(1,2-dichloroethyl)-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 13288929(2,2-Diphenylethyl)trichlorosilaneYield 54.1%

Procedure

In the same apparatus and procedures as EXAMPLE 2 above, 25.2 ml (282 mmol) of benzene and 0.80 g (6.0 m) of aluminum chloride were alkylated with 6.60 g (28.2 mmol) of (1,2-dichloroethyl)trichlorosilane for 20 min at 70° C. The aluminum chloride catalyst was quenched with POCl3 and then stirred for another 1 hour to complete the deactivation. Freshly distilled hexane(50 ml) was added to the reaction mixture and insoluble solids in hexane were filtered from the organic soultion. After hexane and benzene were distilled, the reaction products were vacuum distilled to give 4.82 g of (2,2-diphenylethyl)trichlorosilane (bp; 117° C./0.5 torr, yield; 54%).

Workup

  1. customThe aluminum chloride catalyst was quenched with POCl3
  2. additionFreshly distilled hexane(50 ml) was added to the reaction mixture and insoluble solids in hexane
  3. filtrationwere filtered from the organic soultion
  4. distillationAfter hexane and benzene were distilled
  5. distillationdistilled

Sources & evidence

ORD record
ord-41106369266f45f8b686e8ae152eb48d
Source dataset
uspto-grants-2000_02
Patent number
US06022987

Linked notes

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