p-Toluenesulfonic acid → 1-(9-Phenyl-9-fluorenyl)-1-vinylcyclopropane

HRID 1275789ノート

反応式

HRID 1275789 の反応式
O[C:2]1([CH:5]=[CH2:6])[CH2:4][CH2:3]1.[C:7]1([C:13]2(O)[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:7]1([C:13]2([C:2]3([CH:5]=[CH2:6])[CH2:4][CH2:3]3)[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 1412279-Phenyl-9-fluorenolHCID 27331591-Ethenylcyclopropan-1-ol

生成物 1

HCID 221176061-(9-Phenyl-9-fluorenyl)-1-vinylcyclopropane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

1-Hydroxy-1-vinylcyclopropane is added to a suspension of 9-phenyl-9-fluorenol (1eq) and AW-300 molecular sieves in anhydrous toluene under an argon atmosphere. p-Toluenesulfonic acid (catalytic amount) is added in one portion. The resulting suspension is heated at 90° C. until the disappearance of starting material is observed by thin layer chromatography. The mixture is filtered to remove the sieves. The resulting filtrate is concentrated in vacuo and the concentrate is purified by flash chromatography on silica gel using hexanes-ethyl acetate as eluent.

後処理

  1. filtrationThe mixture is filtered
  2. customto remove the sieves
  3. concentrationThe resulting filtrate is concentrated in vacuo
  4. customthe concentrate is purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-44314de863924aa9af348d821465117d
出典データセット
uspto-grants-2000_12
特許番号
US06162824

反応ノート

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