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

HRID 742607노트

반응식

HRID 742607 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e41048f6d0ef4cb9afce8798ae72002a
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554758

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