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p-Toluenesulfonic acid → HCID 23291432, 화합물

HRID 726178
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HRID 726178 반응식
[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]
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참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 53944516HCID 53944516, 화합물

생성물 1

HCID 23291432HCID 23291432, 화합물수율 87.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%)

후처리

  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)

출처 및 근거

ORD 기록
ord-025d375f5dac49788a10a104029983ac
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05708174

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