Biphenyl → Silane, trichloro(9H-fluoren-9-ylmethyl)-

HRID 1457371Notes

Reaction equation

HRID 1457371 reaction equation
[Al].[C:2]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH:15]([Si:18]([Cl:21])([Cl:20])[Cl:19])[CH2:16]Cl>CCCCCC>[Cl:19][Si:18]([CH2:15][CH:16]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:2]2[C:7]1=[CH:6][CH:5]=[CH:4][CH:3]=2)([Cl:21])[Cl:20]

Participants

5

Reactant 3

HCID 7095BiphenylHCID 79093Silane, trichloro(1,2-dichloroethyl)-HCID 5359268Aluminum

Product 1

HCID 12065632Silane, trichloro(9H-fluoren-9-ylmethyl)-Yield 38.9%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

In a 250 ml, three-necked, frame dried, round bottom flask, aluminum 0.40 g (15 mmol), biphenyl 20.0 g (130 mmol), and (1,2-dichloroethyl)- trichlorosilane 7.50 ml (53.5 mmol) were reacted as in Example 1 at 120° C. for 30 min. Freshly distilled hexane (60 ml) was added to the reaction mixture and insoluble solids in hexane were filtered from the organic solution. After hexane was distilled, the reaction products were vacuum distilled to give 6.53 g of 9-(trichlorosilyl)methylfluorene (bp; 130°-135° C./0.2 torr, yield; 18%).

Workup

  1. customIn a 250 ml, three-necked, frame dried
  2. filtrationwere filtered from the organic solution
  3. distillationAfter hexane was distilled
  4. distillationdistilled

Sources & evidence

ORD record
ord-8c55fb26c72747aeb7123249a869ebe3
Source dataset
uspto-grants-1998_12
Patent number
US05847182

Reaction notes

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