4-Toluenesulfonyl chloride → 1-Tosyloxy-3-(3-methoxyphenyl)propane

HRID 2290936ノート

反応式

HRID 2290936 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][OH:12])[CH:6]=[CH:7][CH:8]=1.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[S:19]([O:12][CH2:11][CH2:10][CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)([C:16]1[CH:17]=[CH:18][C:13]([CH3:23])=[CH:14][CH:15]=1)(=[O:21])=[O:20]

参加物

4

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 961303-m-Anisyl-1-propanol

生成物 1

HCID 5904971-Tosyloxy-3-(3-methoxyphenyl)propane収率 95%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 3-(3-methoxyphenyl)-propanol (69 g, 0.42 mole) and pyridine (400 mL) was stirred at 5° C. as p-toluenesulfonyl chloride (87 g, 0.46 mole) was added portionwise. The reaction mixture was stirred at room temperature for 2 hours, then was poured onto ice/concentrated HCl and was extracted with ether. The extracts were washed with 2N HCl, wawter, saturated aqueous NaCl, dried (MgSO4), filtered, and evaporated to yield 126 g yellow oil, (95%); M+ 320.

後処理

  1. additionwas added portionwise
  2. additionwas poured onto ice/concentrated HCl
  3. extractionwas extracted with ether
  4. washThe extracts were washed with 2N HCl, wawter, saturated aqueous NaCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-4f25fc0fd6dd493fabbdbd0997ac2a6f
出典データセット
uspto-grants-1986_10
特許番号
US04618683

反応ノート

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