Trifluoroacetic acid → HCID 69435429, compound

HRID 1353131Notes

Reaction equation

HRID 1353131 reaction equation
[CH3:1][CH:2]1[CH2:6][NH:5][C:4](=[O:7])[CH2:3]1.[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11]>C1C=CC=CC=1>[F:8][C:9]([F:14])([F:13])[C:10]([O-:12])=[O:11].[CH3:1][CH:2]1[CH2:6][NH2+:5][C:4](=[O:7])[CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 5339204-methylpyrrolidin-2-one

Product 1

HCID 69435429HCID 69435429, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a 100 ml flask containing 9.91 g of 4-methylpyrrolidone (0.1 mol), 30 ml benzene was added and stirred for dissolution. 11.40 g of trifluoroacetic acid (0.1 mol) was added dropwise into the flask over 40 min at room temperature. Then the reaction was stirred for another 6 hours. Desired product was formed after benzene was removed under reduced pressure and dried at 110° C. under 1–5 mmHg for 1 hour. The brown viscous, moisture- and water-stable liquid of 4-methylpyrrolidonium trifluoroacetate was obtained with a yield of 97.7%, which has a glass transition temperature of −85.0° C., a density of 1.33 g/ml, a viscosity of 22 cP, an electrochemical window of 2.4 V, an ionic conductivity of 5.63×10−4 S/cm, and a Hammett acidic scale H0 of 4.82 using methyl yellow as indicator. No melting point was observed.

Workup

  1. additionwas added
  2. stirringThen the reaction was stirred for another 6 hours

Sources & evidence

ORD record
ord-720504e1a44b45f0b747b506a9726e60
Source dataset
uspto-grants-2007_05
Patent number
US07220869B2

Reaction notes

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