Sodium Carbonate → HCID 89854305、化合物

HRID 931268ノート

反応式

HRID 931268 の反応式
[CH2:1]([N:8]([C@@H:19]([CH3:22])[CH2:20][OH:21])[CH2:9][CH:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=1[O-:18])O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+]>S(=O)(=O)(O)O.O>[CH2:1]([N:8]1[C@@H:19]([CH3:22])[CH2:20][O:21][CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=2[O-:18])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 10340Sodium CarbonateHCID 89854038HCID 89854038、化合物

生成物 1

HCID 89854305HCID 89854305、化合物収率 45.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1118Sulfuric Acid溶媒

実験手順

2-(2-(Benzyl((S)-1-hydroxypropan-2-yl)amino)-1-hydroxyethyl)pyridine 1-oxide (7 g, 23.17 mmol) was dissolved in 70% sulfuric acid (70 mL) and the mixture was heated at reflux for 7 h. The mixture was cooled and then was diluted with water, neutralized with an aqueous sodium carbonate solution and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by alumina chromatography (1% methanol in dichloromethane) to afford 2-((5S)-4-benzyl-5-methylmorpholin-2-yl)pyridine 1-oxide as a yellow liquid (3 g, 45%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 7 h
  3. temperatureThe mixture was cooled
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by alumina chromatography (1% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-4b0fdc8102004e808f1e0ad639689c61
出典データセット
uspto-grants-2016_03
特許番号
US09296745B2

反応ノート

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