Boron trifluoride etherate → 2,2-Bis(4-fluorophenyl)acetaldehyde

HRID 275395Notes

Reaction equation

HRID 275395 reaction equation
B(F)(F)F.CCOCC.[F:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[CH2:19][O:18]2)=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)[CH:19]=[O:18])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 139839372,2-Bis(4-fluorophenyl)oxirane

Product 1

HCID 125491042,2-Bis(4-fluorophenyl)acetaldehyde

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Under vigorous stirring 18.5 g of boron trifluoride etherate was added slowly to a solution of 60.6 g of 2,2-bis(4-fluorophenyl)oxirane in 450 ml of toluene. The mixture was washed twice with water, the solvent was evaporated and the residue was distilled to yield α-(4-fluorophenyl)-4-fluorobenzeneacetaldehyde.

Workup

  1. washThe mixture was washed twice with water
  2. customthe solvent was evaporated
  3. distillationthe residue was distilled

Sources & evidence

ORD record
ord-585f1c1903ce4db29424e5e87439e085
Source dataset
uspto-grants-1995_02
Patent number
US05393759

Reaction notes

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