4-Nitrophenol → 1-Nitro-4-(2,2,3,3-tetrafluoropropoxy)benzene

HRID 450087

反応式

HRID 450087 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[F:17][CH:18]([F:24])[C:19]([F:23])([F:22])[CH2:20]I>CN(C=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:20][C:19]([F:23])([F:22])[CH:18]([F:24])[F:17])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 5428611,1,2,2-Tetrafluoro-3-iodopropane

生成物 1

HCID 196147161-Nitro-4-(2,2,3,3-tetrafluoropropoxy)benzene収率 71.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
105 °C

実験手順

To a solution of 4-nitro phenol (860 mg, 6.1 mmol) in DMF (10 ml) was added potassium carbonate (1.4 g, 10 mmol) and 1,1,2,2-tetrafluoro-3-iodo-propane (500 mg, 2 mmol). The reaction mixture was heated at 100-110° C. for 6 hr, then cooled to room temperature and filtered. The filtrate was diluted with ethyl acetate (100 ml), then washed once with 5% sodium hydroxide solution, several times with water, and finally brine. The organic layer was then dried over anhydrous sodium sulfate, filtered, and evaporated to dryness to give 1-nitro-4-(2,2,3,3-tetrafluoro-propoxy)-benzene (360 mg, 68%) as solid.

後処理

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. additionThe filtrate was diluted with ethyl acetate (100 ml)
  4. washwashed once with 5% sodium hydroxide solution, several times with water, and finally brine
  5. dry with materialThe organic layer was then dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-b9e4c414742c491f86044bfc0296ec7a
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

関連ノート

読み込み中…