HCID 10401484, 화합물 → 6-(4-Dimethylamino-benzenesulfinyl)-hexanoic acid methyl ester

HRID 2245791노트

반응식

HRID 2245791 반응식
[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=1.I([O-])(=O)(=O)=[O:21].[Na+]>CO.O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9]([C:10]1[CH:11]=[CH:12][C:13]([N:16]([CH3:18])[CH3:17])=[CH:14][CH:15]=1)=[O:21]

참가 물질

6

반응물 2

HCID 10401484HCID 10401484, 화합물HCID 23667635Sodium periodate

생성물 1

HCID 100175446-(4-Dimethylamino-benzenesulfinyl)-hexanoic acid methyl ester수율 81%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

To a solution of 6-(4-dimethylamino-phenylsulfanyl)-hexanoic acid methyl ester (1.4 g, 5.0 mmol) in methanol (60 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (1.3 g, 6.0 mmol) in distilled water (20 mL). The mixture was heated at 60° C. for 1 hour. The solution was concentrated under reduced pressure to give an oil that was dissolved in ethyl acetate (150 mL). The organic layer was washed with saturated aqueous sodium hydrogen carbonate (100 mL), distilled water (2×50 mL), and lastly with brine (2×50 mL). The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give an oil that was purified by flash chromatography (100:1 ethyl acetate:triethylamine) to give the title compound (1.2 g, 81%) as a colourless oil.

후처리

  1. concentrationThe solution was concentrated under reduced pressure
  2. customto give an oil that
  3. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate (100 mL)
  4. distillationdistilled water (2×50 mL)
  5. dry with materialThe organic layer was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto give an oil that
  9. customwas purified by flash chromatography (100:1 ethyl acetate:triethylamine)

출처 및 근거

ORD 기록
ord-b8fa0a4d06624f909a9ca580af1f5916
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07683185B2

반응 노트

불러오는 중…