Sulfuric Acid → Boron trifluoride

HRID 483691Notes

Reaction equation

HRID 483691 reaction equation
[B:1]([F:4])([F:3])[F:2].CO.[B:7]([F:10])([F:9])[F:8].O.B(F)(F)F.C[CH2:17][O:18]CC.C([Al](CC)CC)C.C(C(O)=O)(F)(F)F.[Al+3].[Cl-].[Cl-].[Cl-].OS(O)(=O)=O>Cl[Ti](Cl)(Cl)Cl>[B:1]([F:4])([F:3])[F:2].[B:7]([F:10])([F:9])[F:8].[CH3:17][OH:18]

Participants

10

Reactant 7

HCID 1118Sulfuric AcidHCID 6422Trifluoroacetic acidHCID 8000Boron trifluoride etherateHCID 6451240Aluminum(III) ChlorideHCID 10290741Trifluoroborane--water (1/1)HCID 11062313Boron, trifluoro(methanol)-, (T-4)-HCID 16682930Triethylaluminum

Product 2

HCID 6356Boron trifluorideHCID 11062313Boron, trifluoro(methanol)-, (T-4)-

Reagents, catalysts & solvents 1

HCID 24193Titanium TetrachlorideCatalyst

Conditions

Temperature
83 °C

Procedure

As a comparison when other alkylating catalysts were used, the maximum yield was about 16% at reflux temperature 83° C. At 25° C. GC showed at most only a trace amount of product. Catalysts used included BF3 /CH3OH, BF3 /H2O, BF3 -Et2O, triethyl-aluminum, CF3CO2H, AlCl3, H2SO4 (no solvent) and TiCl4. Only the BF3 and BF3 /CH3OH catalyzed reactions provided any measurable amount of product under the reaction conditions illustrated below.

Workup

  1. customAt 25° C

Sources & evidence

ORD record
ord-2669b6a628cb482aba8aadfa14421654
Source dataset
uspto-grants-1993_07
Patent number
US05225588

Reaction notes

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