1,3-Dichlorobenzene → HCID 12127967, compound

HRID 377058

Reaction equation

HRID 377058 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[CH:3]=1.[Cl-:9].[Al+3].[Cl-:11].[Cl-].Cl[CH:14]([Si:17]([Cl:20])([Cl:19])[Cl:18])[CH2:15]Cl>>[Cl:1][C:2]1[CH:3]=[C:4]([Cl:8])[CH:5]=[CH:6][C:7]=1[CH:15]([C:2]1[CH:7]=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[Cl:11])[CH2:14][Si:17]([Cl:20])([Cl:19])[Cl:18]

Participants

4

Reactant 3

HCID 109431,3-DichlorobenzeneHCID 79093Silane, trichloro(1,2-dichloroethyl)-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 12127967HCID 12127967, compoundYield 187.2%

Procedure

In the same apparatus and procedures as EXAMPLE 1 above, 49.1 ml (430 mmol) of 1,3-dichlorobenzene and 2.30 g (17.2 mmol) of aluminum chloride were alkylated with 19.40 g (83.5 mmol) of (1,2-dichloroethyl)trichlorosilane for 30 min at 120° C. 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 was distilled, the reaction products were vacuum distilled to give 14.6 g of [2,2-bis(2,4-dichlorophenyl)ethyl]trichlorosilane (bp; 175-180° C./0.5 torr, yield; 39%).

Workup

  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

Sources & evidence

ORD record
ord-6deb113de3da4c4093a0c08eb6110b20
Source dataset
uspto-grants-2000_02
Patent number
US06022987

Linked notes

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