p-Toluenesulfonic acid → 1-Bromo-4-cyclopentenylbenzene

HRID 2244310ノート

反応式

HRID 2244310 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][CH2:11][CH2:10][CH:9]=2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 231542891-(4-Bromophenyl)cyclopentan-1-ol

生成物 1

HCID 115286721-Bromo-4-cyclopentenylbenzene収率 88%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 2.62 g of 1-(4-bromo-phenyl)-cyclopentanol (10.9 mmol) in 50 ml toluene were added 124 mg of toluene-4-sulfonic acid (1 mmol) and the mixture was heated to reflux for 4 h. After the reaction mixture was allowed to cool to RT it was washed with sat. NaHCO3-solution and brine, dried (MgSO4), filtered and concentrated in vacuo to give 2.12 g of 1-bromo-4-cyclopent-1-enyl-benzene (88%) as an off-white solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 h
  3. washwas washed with sat. NaHCO3-solution and brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9ae818e3ef54423996a958525ee00fae
出典データセット
uspto-grants-2010_03
特許番号
US07678818B2

反応ノート

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