N-methyl-2-pyrrolidone → 2,3-Difluoro-1-(2,6-difluoro-phenoxy)-4-nitro-benzene

HRID 13334

反応式

HRID 13334 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].CN1CCCC1=O.[F:17][C:18]1[C:23]([F:24])=[C:22](F)[CH:21]=[CH:20][C:19]=1[N+:26]([O-:28])=[O:27]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[F:24][C:23]1[C:18]([F:17])=[C:19]([N+:26]([O-:28])=[O:27])[CH:20]=[CH:21][C:22]=1[O:9][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8]

参加物

6

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 698711,2,3-Trifluoro-4-nitrobenzeneHCID 943922,6-Difluorophenol

生成物 1

HCID 231452862,3-Difluoro-1-(2,6-difluoro-phenoxy)-4-nitro-benzene

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

470 mg of 2,6-difluoro-phenol and 1.5 g of tetrabutylammonium bromide were added to an N-methylpyrrolidinone (13 ml) solution of 500 mg of 2,3,4-trifluoro-nitrobenzene, and the reaction liquid was stirred overnight at 130° C. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=4/1) to obtain the entitled compound.

後処理

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. washwashed with water and saturated saline in order
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe solvent was evaporated away under reduced pressure
  6. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=4/1)
  7. customto obtain the entitled compound

出典と根拠

ORDレコード
ord-11f1adab8b8e4535907931e7f083cac5
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

関連ノート

読み込み中…