6-(4-Chlorophenylsulfanyl)-hexanoic acid methyl ester → HCID 10379392、化合物
反応式
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1.I([O-])(=O)(=O)=[O:19].[Na+]>CO.O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=[O:19]参加物
反応条件
- 温度
- 60 °C
実験手順
To a solution of 6-(4-chlorophenylsulfanyl)-hexanoic acid methyl ester (2.5 g, 9.2 mmol) in methanol (100 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (2.6 g, 12 mmol) in distilled water (30 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 (100 mL). The organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 mL), then with brine (50 mL). The organic layer was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give an oil that was purified by flash chromatography (1:1 to 8:2 ethyl acetate:40-60° C. petroleum ether). The title compound was obtained as a colourless oil (2.0 g, 76%).
後処理
- concentrationThe solution was concentrated under reduced pressure
- customto give an oil that
- washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL)
- distillationdistilled water (50 mL)
- dry with materialThe organic layer was then dried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customto give an oil that
- customwas purified by flash chromatography (1:1 to 8:2 ethyl acetate:40-60° C. petroleum ether)
出典と根拠
- ORDレコード
- ord-2d04d080ff8348e5bf8be08001ab4931
- 出典データセット
- uspto-grants-2010_03
- 特許番号
- US07683185B2
反応ノート
読み込み中…