Trifluoromethanesulfonic acid → Trifluoromethanesulfonic acid

HRID 403079Notes

Reaction equation

HRID 403079 reaction equation
[Cl-].[CH3:2][O:3][CH2:4][N+:5]1([CH3:10])[CH2:9][CH2:8][CH2:7][CH2:6]1.[F:11][C:12]([F:18])([F:17])[S:13]([OH:16])(=[O:15])=[O:14]>CO>[F:11][C:12]([F:18])([F:17])[S:13]([OH:16])(=[O:15])=[O:14].[CH3:2][O:3][CH2:4][N+:5]1([CH3:10])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 23116042N-methoxymethyl-N-methylpyrrolidinium chloride

Product 2

HCID 62406Trifluoromethanesulfonic acidHCID 20775240HCID 20775240, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Conditions

Temperature
130 °C

Procedure

A 30.0 g quantity of N-methoxymethyl-N-methylpyrrolidinium chloride prepared in Example 10 was dissolved in 30.0 g of MeOH, and 80.0 g of methanol solution of 35 wt. % trifluoromethanesulfonic acid was added to the solution. The mixture was heated at 130° C. in a nitrogen stream to remove hydrogen chloride produced as a by-product, an excess of trifluoromethanesulfonic acid and methanol, giving 49.0 g of the desired product.

Workup

  1. customto remove hydrogen chloride
  2. customproduced as a by-product

Sources & evidence

ORD record
ord-008e53fed2d347c69c94dd5dff300c10
Source dataset
uspto-grants-2014_06
Patent number
US08747690B2

Reaction notes

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