Water → 4-Methylbenzenesulfonyl fluoride

HRID 1764050

反応式

HRID 1764050 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.O.[F-:13].[K+]>C(#N)C>[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([F:13])(=[O:9])=[O:8])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 522689Potassium Fluoride

生成物 1

HCID 99654-Methylbenzenesulfonyl fluoride

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A 25.0 gm (0.13 mole) portion of p-toluenesulfonyl chloride was dissolved in 100 ml of acetonitrile and combined in a 250 ml round bottom flask with 25.0 ml of water containing 1.5 gm (0.196 mole) of potassium fluoride. This mixture was stirred and heated under reflux for one hour. Acetonitrile was then removed under reduced pressure in a rotary evaporator. This resulted in crystallization of p-toluenesulfonyl fluoride which was removed by filtration, washed twice with water, and dried, giving 20.7 gm (91% yield) of product with mp 41°-41.2° C; (literature is 41°-42° C; W. Davies and J. H. Dick, J. Chem. Soc., 2104, 1931). The NMR and IR spectra were in agreement with the assigned structure.

後処理

  1. temperatureheated
  2. temperatureunder reflux for one hour
  3. customAcetonitrile was then removed under reduced pressure in a rotary evaporator

出典と根拠

ORDレコード
ord-7e98772cc2bf4c8eabf5d36b11f11860
出典データセット
uspto-grants-1978_09
特許番号
US04115059

関連ノート

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