Dimethylformamide → 4-(2,2,2-Trifluoro-1-methyl-1-(trifluoromethyl)ethyl)anisole

HRID 1634353ノート

反応式

HRID 1634353 の反応式
[F:1][C:2]([F:16])=[C:3]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:4]([F:7])([F:6])[F:5].CI.[F-:19].[Cs+].[CH3:21]N(C=O)C>O>[F:19][C:2]([F:16])([F:1])[C:3]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)([CH3:21])[C:4]([F:5])([F:6])[F:7]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 25953Cesium fluorideHCID 117763304-(2,2-Difluoro-1-(trifluoromethyl)ethenyl)anisole

生成物 1

HCID 186776014-(2,2,2-Trifluoro-1-methyl-1-(trifluoromethyl)ethyl)anisole収率 10%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A mixture of Compound 74 (570 mg, 2.4 mmol), MeI (430 mg, 3.0 mmol), and CsF (760 mg, 5.0 mmol) in DMF (4 ml) was stirred at 80° C. for 3 days. The mixture was diluted with H2O. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined solution was dried (Na2SO4) and concentrated in vacuo to give crude product, which was purified by column chromatography on silica gel to give Compound 75 (70 mg, 10%) as a yellow oil.

後処理

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with CH2Cl2
  3. dry with materialThe combined solution was dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customto give crude product, which
  6. customwas purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-665f97d163074b4a8d115c57072eb292
出典データセット
uspto-grants-2003_01
特許番号
US06506775B1

反応ノート

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