Water → Oct-7-yn-1-yl 4-methylbenzene-1-sulfonate

HRID 1386648

반응식

HRID 1386648 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH2:12]([OH:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]#[CH:19].O>N1C=CC=CC=1>[CH2:12]([O:20][S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)(=[O:9])=[O:8])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]#[CH:19]

참가 물질

5

반응물 3

HCID 962Water2회HCID 73974-Toluenesulfonyl chlorideHCID 701007-Octyn-1-ol

생성물 1

HCID 10779145Oct-7-yn-1-yl 4-methylbenzene-1-sulfonate수율 85.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
7.5 °C

실험 절차

To an ice-cooled solution of p-toluenesulfonyl chloride (17.4 g, 91.3 mmol) in pyridine (30 ml), 7-octyn-1-ol (9.6 g, 76.1 mmol) was added dropwise, and stirred at 5-10° C. for 20 hours. The reaction mixture was added with water (15 ml), stirred, then poured into water (500 ml), and extracted with ether (500 ml). The ether layer was washed with cold 1N-hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water, dried over magnesium sulfate, and concentrated under reduced pressure to afford 18.3 g of 7-octynyl-p-toluenesulfonate (yield; 85.7%).

후처리

  1. additionwas added dropwise
  2. stirringstirred
  3. extractionextracted with ether (500 ml)
  4. washThe ether layer was washed with cold 1N-hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7f8b0d1fb4cf402fa320145c3c12c23a
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265569B1

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