Trifluoroacetic acid → N-Methyl-N-trifluoroacetylaminoethanol

HRID 1957309Notes

Reaction equation

HRID 1957309 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3](O)=[O:4].[CH3:8][NH:9][CH:10]([OH:12])[CH3:11]>CC1C=CC(C)=CC=1>[CH3:8][N:9]([CH:10]([OH:12])[CH3:11])[C:3](=[O:4])[C:2]([F:7])([F:6])[F:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 5247031N-Methylaminoethanol

Product 1

HCID 86752689N-Methyl-N-trifluoroacetylaminoethanol

Reagents, catalysts & solvents 1

HCID 7809P-XyleneSolvent

Procedure

Trifluoroacetic acid (10 ml; 129 mmol) was added to a stirred solution of N-methylaminoethanol (9.72 g; 129 mmol) in p-xylene (10 ml) at 0° C. The mixture was heated under reflux for 12 hours, then allowed to cool and stand at room temperature overnight. All the volatiles were removed and the product distilled under high vacuum to afford the product as a clear liquid. Yield 9.8 g (44%); b.p. 110° C./1 mm.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 12 hours
  3. temperatureto cool
  4. customAll the volatiles were removed
  5. distillationthe product distilled under high vacuum

Sources & evidence

ORD record
ord-8092eefb04e2427b8f9414110f1a8e9a
Source dataset
uspto-grants-1998_07
Patent number
US05783690

Reaction notes

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