4-Toluenesulfonyl chloride → (5-Ethyl-2-pyridyl)ethane p-toluenesulfonate

HRID 742607ノート

反応式

HRID 742607 の反応式
[OH-].[Na+].[CH2:3]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([OH:13])[CH3:12])=[N:9][CH:10]=1)[CH3:4].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>O.O1CCCC1>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([OH:13])(=[O:22])=[O:21])=[CH:16][CH:15]=1.[CH2:3]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH3:12])=[N:9][CH:10]=1)[CH3:4]

参加物

6

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 19426344(5-Ethyl-2-pyridyl)ethanol

生成物 1

HCID 19426348(5-Ethyl-2-pyridyl)ethane p-toluenesulfonate収率 93.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

7.1 g of sodium hydroxide was dissolved in 33 ml of water, and 7.6 g of (5-ethyl-2-pyridyl)ethanol was dissolved in 33 ml of tetrahydrofuran. Both solutions were mixed and cooled. To the resultant solution was added dropwise gradually at 0° C. a solution of 11.7 g of p-toluenesulfonyl chloride in 51 ml of tetrahydrofuran, followed by stirring for 2 hours at the same temperature. To the reaction mixture was added ice water. The mixture was extracted twice with 100 ml each of methylene chloride. The extracted organic layers are combined. The resultant organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, whereby 14.4 g of (5-ethyl-2-pyridyl)ethane p-toluenesulfonate was obtained as a pale yellow oily product.

後処理

  1. additionBoth solutions were mixed
  2. temperaturecooled
  3. extractionThe mixture was extracted twice with 100 ml each of methylene chloride
  4. washThe resultant organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e41048f6d0ef4cb9afce8798ae72002a
出典データセット
uspto-grants-1996_09
特許番号
US05554758

反応ノート

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