Sodium Carbonate → HCID 89854305, 화합물

HRID 931268노트

반응식

HRID 931268 반응식
[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

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 89854038HCID 89854038, 화합물

생성물 1

HCID 89854305HCID 89854305, 화합물수율 45.5%

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-4b0fdc8102004e808f1e0ad639689c61
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296745B2

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