Water → 1-Benzyl-3-methylpiperidin-4-ol

HRID 481775노트

반응식

HRID 481775 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-].O>C(OCC)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 136114921-Benzyl-3-methylpiperidin-4-ol수율 68.7%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution (15 ml) of 3.98 g of 1-benzyl-3-methyl-4-piperidone in diethyl ether was added to a suspension (10 ml) of 0.78 g of aluminum lithium hydride in diethyl ether in an ice bath, and the solution was heated under ref lux for 3 hours. Water was added to the solution, and the solution was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous solution of hydrogen chloride. The solution was dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography, and from the fractions eluted with chloroform-methanol (19:1 v/v) was obtained 2.76 g of 1-benzyl-4-hydroxy-3-methylpiperidine, which was an oily product (yield: 69%).

후처리

  1. temperaturethe solution was heated under ref lux for 3 hours
  2. extractionthe solution was extracted with ethyl acetate
  3. washthe organic layer was washed with saturated aqueous solution of hydrogen chloride
  4. dry with materialThe solution was dried with anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified with silica gel column chromatography
  7. washfrom the fractions eluted with chloroform-methanol (19:1 v/v)

출처 및 근거

ORD 기록
ord-e41368919029450cbe0becd9c01a4a92
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789595

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