p-Toluenesulfonic acid → 1-Phenylcyclohexene

HRID 2184392

反応式

HRID 2184392 の反応式
[C:1]1([C:7]2(O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 153191-Phenylcyclohexanol

生成物 1

HCID 130431-Phenylcyclohexene

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

1-phenylcyclohexan-1-ol (24.9 mmol), p-toluenesulfonic acid (500 mg) and toluene (200 mL) are mixed together in a 500 mL 3 neck flask fitted with a thermometer and Dean Stark trap and stirred at reflux for 4 hours under a nitrogen atmosphere. The reaction is then allowed to cool to room temperature and concentrated under reduced vacuum. The crude material is then taken into methylene chloride, washed once with water, dried over potassium carbonate, filtered, and concentrated under reduced vacuum. This material can then be purified via silica gel chromatography employing the Water's Prep 2000 and eluting with a solvent of hexane/methylene chloride 9:1 to yield the intermediate title compound.

後処理

  1. customfitted with a thermometer and Dean Stark trap
  2. temperatureat reflux for 4 hours under a nitrogen atmosphere
  3. concentrationconcentrated under reduced vacuum
  4. washwashed once with water
  5. dry with materialdried over potassium carbonate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced vacuum
  8. customThis material can then be purified via silica gel chromatography
  9. washeluting with a solvent of hexane/methylene chloride 9:1

出典と根拠

ORDレコード
ord-9e5954cfd69347868396b871719b57fe
出典データセット
uspto-grants-2005_05
特許番号
US06900353B2

関連ノート

読み込み中…