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p-Toluenesulfonic acid → HCID 23291432、化合物

HRID 726178
ノート
印刷プレビュー

反応式

HRID 726178 の反応式
[S:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([O:13][CH3:14])=[O:12])[CH:4](O)[CH2:3][CH2:2]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:14][O:13][C:11]([C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[S:1][CH2:2][CH:3]=[CH:4]2)=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 53944516HCID 53944516、化合物

生成物 1

HCID 23291432HCID 23291432、化合物収率 87.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Methyl thiochroman-4-ol-8-carboxylate (0.337 g, 1.50 mmol) was dissolved in toluene (25 ml) and was treated with p-toluenesulphonic acid (0.028 g, 0.15 mmol). The mixture was then heated to reflux with stirring. After 2 h, the reaction mixture was allowed to cool and was washed with sodium hydrogen carbonate solution. The aqueous layer was then extracted with EtOAc (1x), and the combined organic layers were dried (Na2SO4) and evaporated under reduced pressure to give a pale yellow oil which was purified by silica-gel chromatography (pentane: Et2O 2:1 as eluant) to give the title compound as a pale yellow oil (0.270 g, 87%)

後処理

  1. temperatureThe mixture was then heated
  2. temperatureto reflux
  3. temperatureto cool
  4. washwas washed with sodium hydrogen carbonate solution
  5. extractionThe aqueous layer was then extracted with EtOAc (1x)
  6. dry with materialthe combined organic layers were dried (Na2SO4)
  7. customevaporated under reduced pressure
  8. customto give a pale yellow oil which
  9. customwas purified by silica-gel chromatography (pentane: Et2O 2:1 as eluant)

出典と根拠

ORDレコード
ord-025d375f5dac49788a10a104029983ac
出典データセット
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05708174

反応ノート

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