Hydrofluoric Acid → Hydrofluoric Acid

HRID 254898Notes

Reaction equation

HRID 254898 reaction equation
[Cl-].[CH2:2]([N+:4]1([CH2:9][O:10][CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:3].[FH:12]>>[FH:12].[F-:12].[CH2:2]([N+:4]1([CH2:9][O:10][CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:3]

Participants

4

Conditions

Temperature
60 °C

Procedure

N-ethyl-N-methoxymethylpyrrolidinium chloride (44.3 g) was mixed with a solution of hydrofluoric acid. N2 was bubbled through the mixture with heating at 60° C. to remove hydrogen chloride and an excess of hydrofluoric acid and obtain 62.10 g of N-ethyl-N-methoxymethylpyrrolidinium fluoride. In 1000 g of 50% aqueous solution of hydrofluoric acid was dissolved 156 g of aluminum hydroxide at room temperature and the mixture was filtered. The filtrate was cooled to obtain 442.76 g of aluminum fluoride nonahydrates. To 46.00 g of the above N-ethyl-N-methoxymethylpyrrolidinium fluoride was added 53.04 g of aluminum fluoride nonahydrates at 50° C. with stirring. N2 was bubbled through the mixture with heating at 130° C. to remove hydrofluoric acid and obtain 45.5 g of the desired product (brown liquid). The product was checked for 1H-NMR and electrical conductivity as in Example 1.

Workup

  1. customN2 was bubbled through the mixture
  2. customto remove hydrogen chloride

Sources & evidence

ORD record
ord-401025c140f443888ab764f4b4797e72
Source dataset
uspto-grants-2011_01
Patent number
US07875732B2

Reaction notes

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