Methyl trifluoroacetate → 2,2,2-trifluoro-N-(prop-2-yn-1-yl)acetamide

HRID 43233

Reaction equation

HRID 43233 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].[F:5][C:6]([F:12])([F:11])[C:7](OC)=[O:8]>>[CH2:1]([NH:4][C:7](=[O:8])[C:6]([F:12])([F:11])[F:5])[C:2]#[CH:3]

Participants

3

Conditions

Temperature
0 °C

Procedure

Propargyl amine (4.00 g, 72.62 mmol, 1.00 equiv.) was added dropwise to methyl trifluoroacetate (11.16 g, 87.15 mmol, 1.20 equiv.) at 0° C. The reaction mixture was stirred at 0° C. for 2 h and then concentrated under reduced pressure to remove methanol. The product was purified by vacuum distillation yielding propargyltrifluoroacetamide as a colorless liquid (9.59 g, 87%). The structure was confirmed by 1H- and 19F-NMR.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto remove methanol
  3. distillationThe product was purified by vacuum distillation

Sources & evidence

ORD record
ord-0c87ca0e49aa4225a4f05950478c040b
Source dataset
uspto-grants-2013_09
Patent number
US08536323B2

Linked notes

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