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

HRID 1386648

反応式

HRID 1386648 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.[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]

参加物

5

反応物 3

HCID 962Water2 回HCID 73974-Toluenesulfonyl chlorideHCID 701007-Octyn-1-ol

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
7.5 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7f8b0d1fb4cf402fa320145c3c12c23a
出典データセット
uspto-grants-2001_07
特許番号
US06265569B1

関連ノート

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