HCID 10408174、化合物 → 6-(4-((4-Chlorobenzyl)-methylamino)-benzenesulfinyl)-hexanoic acid methyl ester

HRID 2245792ノート

反応式

HRID 2245792 の反応式
[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[CH3:17])=[CH:12][CH:11]=1.I([O-])(=O)(=O)=[O:28].[Na+]>CO.O1CCCC1.O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9]([C:10]1[CH:15]=[CH:14][C:13]([N:16]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[CH3:17])=[CH:12][CH:11]=1)=[O:28]

参加物

7

反応物 2

HCID 10408174HCID 10408174、化合物HCID 23667635Sodium periodate

生成物 1

HCID 100470066-(4-((4-Chlorobenzyl)-methylamino)-benzenesulfinyl)-hexanoic acid methyl ester

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 6-(4-((4-chlorobenzyl)-methylamino)-phenylsulfanyl)-hexanoic acid methyl ester (840 mg, 2.1 mmol) in methanol (60 mL) and tetrahydrofuran (30 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (504 mg, 2.3 mmol) in distilled water (20 mL). The mixture was heated at reflux for 1 hour. The solution was concentrated under reduced pressure to give an oil that was dissolved in ethyl acetate (75 mL). The organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 mL), and brine (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 (50:50:1 ethyl acetate:40-60° C. ether:triethylamine). The title compound was obtained as a colourless oil (759 mg, 87%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 hour
  3. concentrationThe solution was concentrated under reduced pressure
  4. customto give an oil that
  5. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL)
  6. distillationdistilled water (50 mL), and brine (50 mL)
  7. dry with materialThe organic layer was dried over anhydrous MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customto give an oil that
  11. customwas purified by flash chromatography (50:50:1 ethyl acetate:40-60° C. ether:triethylamine)

出典と根拠

ORDレコード
ord-3a7a0ed2618b4b108efc7d859b0d2c32
出典データセット
uspto-grants-2010_03
特許番号
US07683185B2

反応ノート

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