Catechol → 2-(2,2,2-Trifluoroethyl)-2-(trifluoromethyl)-1,3-benzodioxole

HRID 374841ノート

反応式

HRID 374841 の反応式
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[OH-].[Na+].Cl[C:12](=[CH:17][C:18]([F:21])([F:20])[F:19])[C:13]([F:16])([F:15])[F:14]>CN(C)C=O>[F:14][C:13]([F:16])([F:15])[CH2:12][C:17]1([C:18]([F:21])([F:20])[F:19])[O:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:1]=2[O:2]1

参加物

5

反応物 3

HCID 289CatecholHCID 98152-Chloro-1,1,1,4,4,4-hexafluoro-2-buteneHCID 14798Sodium Hydroxide

生成物 1

HCID 536673032-(2,2,2-Trifluoroethyl)-2-(trifluoromethyl)-1,3-benzodioxole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

11 g of pyrocatechol were dissolved in 200 ml of dimethylformamide, and 18 g of 45% strength by weight aqueous sodium hydroxide solution were added. 20 g of 2-chloro-1,1,1,4,4,4-hexafluoro-2-butene were added dropwise to the mixture at 75° C. The mixture was subsequently stirred at 75° C. for 30 minutes. It was then poured onto 500 ml of ice-water and extracted with diethyl ether. The organic phase was washed with water, dried with magnesium sulphate and concentrated. Finally, the product was distilled under a high vacuum. The yield was 15 g (=56%), and the boiling point was 60° C. under 10 mbar. The NMR spectra showed the following characteristic absorptions: 19F-NMR: -59.0 and -84.6 ppm. 1H-NMR: 3.02 ppm.

後処理

  1. extractionextracted with diethyl ether
  2. washThe organic phase was washed with water
  3. dry with materialdried with magnesium sulphate
  4. concentrationconcentrated
  5. distillationFinally, the product was distilled under a high vacuum

出典と根拠

ORDレコード
ord-a032617baf904ac2961376bc37ffd204
出典データセット
uspto-grants-1996_01
特許番号
US05482956

反応ノート

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