p-Toluenesulfonic acid → 7-Bromo-4,4-dimethylthiochroman

HRID 858270ノート

反応式

HRID 858270 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])(=O)=O)[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:3]=[C:4]2[C:5]([C:13]([CH3:15])([CH3:14])[CH2:12][CH2:11][S:8]2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 187682171-Bromo-3-(3-methylbut-2-enylsulphonyl)benzene

生成物 1

HCID 223930997-Bromo-4,4-dimethylthiochroman収率 90.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

25.00 g (97.0 mmol) of 1-bromo-3-(3-methylbut-2-enylsulphonyl)benzene, 200 ml of toluene and 27.75 g (146.0 mmol) of para-toluenesulphonic acid are introduced into a three-necked flask. The reaction medium is refluxed for four hours and evaporated to dryness. The residue is taken up in aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate, and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with heptane. 22.57 g (90%) of the expected compound are obtained in the form of a yellow oil.

後処理

  1. temperatureThe reaction medium is refluxed for four hours
  2. customevaporated to dryness
  3. extractionextracted with ethyl acetate
  4. customthe organic phase is separated out after settling
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. customThe residue obtained
  8. customis purified by chromatography on a column of silica
  9. washeluted with heptane

出典と根拠

ORDレコード
ord-ef75afe850a246058183ba50cc54a66d
出典データセット
uspto-grants-2006_12
特許番号
US07148245B2

反応ノート

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