1,4-Dichlorobenzene → [2,2-Bis(2,5-dichlorophenyl)ethyl]trichlorosilane

HRID 377054

Reaction equation

HRID 377054 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][CH:3]=1.[Al].Cl[CH:11](Cl)[CH2:12][Si:13]([Cl:16])([Cl:15])[Cl:14]>CCCCCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:11]([C:6]1[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[Cl:8])[CH2:12][Si:13]([Cl:16])([Cl:15])[Cl:14]

Participants

5

Reactant 3

HCID 46851,4-DichlorobenzeneHCID 5359268AluminumHCID 19360808(2,2-Dichloroethyl)trichlorosilane

Product 1

HCID 12127968[2,2-Bis(2,5-dichlorophenyl)ethyl]trichlorosilaneYield 59%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

In the same apparatus and procedures as EXAMPLE 2 above, 14.70 g (100 mmol) of 1,4-dichlorobenzene and 0.027 g (1.0 mmol) of aluminum foil were alkylated with 4.98 g (21.4 mmol) of (2,2-dichloroethyl)trichlorosilane for 1 hour at 80° C. 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 3.33 g of [2,2-bis(2,5-dichlorophenyl)ethyl]trichlorosilane (bp; 161-163° C./1 torr, yield; 59%).

Workup

  1. filtrationwere filtered from the organic soultion
  2. distillationAfter hexane and benzene were distilled
  3. distillationdistilled

Sources & evidence

ORD record
ord-77c4fe5da71b4da8bd98447d7b931a38
Source dataset
uspto-grants-2000_02
Patent number
US06022987

Linked notes

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