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

HRID 858270노트

반응식

HRID 858270 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 223930997-Bromo-4,4-dimethylthiochroman수율 90.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ef75afe850a246058183ba50cc54a66d
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148245B2

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