Chloroform → Hexafluorophosphate

HRID 1661883Notes

Reaction equation

HRID 1661883 reaction equation
C(Cl)(Cl)Cl.[Cl:5]([O-:9])(=[O:8])(=[O:7])=[O:6].[Na+].[F:11][P-:12]([F:17])([F:16])([F:15])([F:14])[F:13].[K+]>[C-]1(C=O)C=CC=C1.[CH-]1C=CC=C1.[Fe+2].O>[Cl:5]([O-:9])(=[O:8])(=[O:7])=[O:6].[F:11][P-:12]([F:17])([F:16])([F:15])([F:14])[F:13]

Participants

7

Reactant 3

HCID 6212ChloroformHCID 522606Sodium PerchlorateHCID 23688904Potassium hexafluorophosphate

Product 2

HCID 9886HexafluorophosphateHCID 123351Perchlorate

Reagents, catalysts & solvents 2

HCID 15184314FerrocenecarboxyaldehydeCatalystHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

In a reactor were put 24 mmol of an indolenine quaternary salt (bromide), 30 mmol of ferrocene carbaldehyde, and 26 g of chloroform, and the mixture was stirred at 85° C. for 9 hours. To the reaction mixture were added 30 mmol of sodium perchlorate or potassium hexafluorophosphate and 30 g of water, and the mixture was stirred at 60° C. for 1 hour, followed by oil/water separation. The solvent was removed by evaporation. The residue was recrystallized successively from 15 ml of a 1:1:1 mixed solvent of chloroform, acetone, and ethanol and 150 ml of a 1:2 mixed solvent of dimethylformamide and ethanol to give a corresponding ClO4 or PF6 salt of compound No. 1 or a corresponding ClO4 salt of compound Nos. 2 to 6.

Workup

  1. customIn a reactor were put
  2. customfollowed by oil/water separation
  3. customThe solvent was removed by evaporation
  4. customThe residue was recrystallized successively from 15 ml of a 1:1:1 mixed solvent of chloroform, acetone, and ethanol and 150 ml of a 1:2 mixed solvent of dimethylformamide and ethanol

Sources & evidence

ORD record
ord-3b4e8256b78a4366852898934ae019e4
Source dataset
uspto-grants-2011_10
Patent number
US08030494B2

Reaction notes

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