Pyridine → 2-(Cyclopent-3-en-1-yl)ethyl toluenesulfonate

HRID 581881

反応式

HRID 581881 の反応式
[C:1]1(C)[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH:12]1([CH2:17][CH2:18][OH:19])[CH2:16][CH:15]=[CH:14][CH2:13]1.N1C=CC=C[CH:21]=1>>[C:3]1([CH3:21])[C:4]([S:7]([O:19][CH2:18][CH2:17][CH:12]2[CH2:16][CH:15]=[CH:14][CH2:13]2)(=[O:8])=[O:9])=[CH:5][CH:6]=[CH:1][CH:2]=1

参加物

4

反応物 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 157490023-Cyclopentene-1-ethanol

生成物 1

HCID 867542212-(Cyclopent-3-en-1-yl)ethyl toluenesulfonate収率 60.8%

実験手順

A para-toluenesulfonylchloride (3.81 g, 20 mmol) was added to the pyridine (30 ml) solution of 2-(cyclopent-3-en-1-yl)ethyl alcohol (2.24 g, 20 mmol) and then the reaction mixture was stirred at room temperature for 2 hrs. After the removement of pyridine, the residue was extracted with dichloromethane, washed with 1N HCl, dried, filtered and separated by column chromatography to give a desirable product (3.24 g).

後処理

  1. extractionAfter the removement of pyridine, the residue was extracted with dichloromethane
  2. washwashed with 1N HCl
  3. customdried
  4. filtrationfiltered
  5. customseparated by column chromatography

出典と根拠

ORDレコード
ord-33cf5353fbfa4e159987f8de76ce1c8d
出典データセット
uspto-grants-1999_07
特許番号
US05922727

関連ノート

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