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

反応式

[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]

参加物

反応物 2

HCID 9893Methyl trifluoroacetate

HCID 239041Propargylamine

生成物 1

HCID 110948052,2,2-trifluoro-N-(prop-2-yn-1-yl)acetamide収率 91.4%

実験手順

Propargylamine (24.79 g, 0.450 mole; Aldrich, 99%) was added dropwise over 1 hour to methyl trifluoroacetate (69.19 g, 0.540 mole, 1.2 eq, Aldrich) at 0°. After stirring an additional hour at 0°, distillation through a 15 cm Vigreaux column afforded 62.12 g (91%) of trifluoroacetamide 18 as a colorless liquid (bp 68.5°-69.5° at 11 torr). This material was homogeneous by NMR and GC and was used interchangeably with spectroscopically-identical material prepared by acylating propargylamine with trifluoroacetic acid anhydride.

後処理

distillationdistillation through a 15 cm Vigreaux column

出典と根拠

ORDレコード: ord-3418b4240e25452e9e3a8972aec194ab
出典データセット: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05625081

反応ノート

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参加物