2,2,3,3,3-Pentafluoropropanol → 2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate

HRID 1030442

反応式

HRID 1030442 の反応式
[Cl-].[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:13][C:14]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:15]O.[OH-].[Na+]>O>[F:13][C:14]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:15][O:10][S:8]([C:5]1[CH:4]=[CH:3][C:2]([CH3:12])=[CH:7][CH:6]=1)(=[O:11])=[O:9]

参加物

5

反応物 3

HCID 98722,2,3,3,3-PentafluoropropanolHCID 14798Sodium HydroxideHCID 22024621HCID 22024621、化合物

生成物 1

HCID 27760172,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate収率 82.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

To p-toluenesulfonate chloride (400.66 gm/2.10 mol) in water at 25° C. was added 2,2,3,3,3-pentafluoro-1-propanol (300.8 gm). The mixture was heated in a 5 liter, 3-neck separatory funnel type reaction flask, under mechanical stirring, to a temperature of 50° C. Sodium hydroxide (92.56 gm/2.31 mol) in 383 ml water(6M solution) was added dropwise to the reaction mixture via addition funnel over a period of 2.5 hours, keeping the temperature below 55° C. Upon completion of this addition, when the pH of the aqueous phase was approximately 6, the organic phase was drained from the flask while still warm, and allowed to cool to 25° C. The crude product was recrystallized from petroleum ether to afford white needles of 2,2,3,3,3-pentafluoropropyl-p-toluenesulfonate (500.7 gm/1.65 mol, 82.3%).

後処理

  1. customthe temperature below 55° C
  2. additionUpon completion of this addition, when the pH of the aqueous phase
  3. temperaturewhile still warm
  4. temperatureto cool to 25° C
  5. customThe crude product was recrystallized from petroleum ether

出典と根拠

ORDレコード
ord-7ba5a4df933744e38d7b69b935b8d5fa
出典データセット
uspto-grants-1992_04
特許番号
US05106526

関連ノート

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