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

HRID 840056Notes

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

Reactant 2

HCID 9893Methyl trifluoroacetate

HCID 239041Propargylamine

Product 1

HCID 110948052,2,2-trifluoro-N-(prop-2-yn-1-yl)acetamideYield 86%

Conditions

Temperature: 0 °C

Procedure

Propargylamine (Aldrich, 25 g, 0.45 mol) was added dropwise to methyl trifluoroacetate (Tokyo Chemical Industry Co., Ltd., 69.2 g, 0.54 mol) cooled to 0° C. They were allowed to react at 0° C. for two hours to afford 43.8 g (86.0%) of N-propargyltrifluoroacetamide after purification by vacuum distillation (23 mmHg, boiling point; 77° C.).

Workup

customto react at 0° C. for two hours

Sources & evidence

ORD record: ord-7bf0b9edf94a422fbfe95b302b47f93e
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06365350B1

Reaction notes

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