Benzene → HCID 19360814, compound

HRID 377060Notes

Reaction equation

HRID 377060 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH:12]([CH2:18]Cl)[CH2:13][Si:14]([Cl:17])([Cl:16])[Cl:15]>>[C:1]1([CH:18]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][CH2:13][Si:14]([Cl:17])([Cl:16])[Cl:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 6451240Aluminum(III) ChlorideHCID 19360815Trichloro(2,3-dichloropropyl)silane

Product 1

HCID 19360814HCID 19360814, compoundYield 48.2%

Procedure

In the same apparatus and procedures as EXAMPLE 2 above, 17.8 ml (200 mmol) of benzene and 0.27 g (2.0 mmol) of aluminum chloride were alkylated with 4.51 g (18.3 mmol) of (2,3dichloropropyl)trichlorosilane for 10 min at 70° C. The aluminum chloride catalyst was quenched with POCl3 and then stirred for another 30 min 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 2.91 g of (3,3-diphenylpropyl)trichlorosilane (bp; 124-125° C./0.5 torr, yield; 48%).

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-99d537b7b712492f9004eb5ae2ea3b25
Source dataset
uspto-grants-2000_02
Patent number
US06022987

Reaction notes

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