Water → 1-[(2-Methoxy-3-pyridinyl)methyl]-4-piperidinecarboxaldehyde

HRID 1837683노트

반응식

HRID 1837683 반응식
[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1.C(N(CC)CC)C.O>CS(C)=O>[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([CH:16]=[O:17])[CH2:14][CH2:15]2)=[CH:7][CH:6]=[CH:5][N:4]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 226786771-[(2-Methoxy-3-pyridyl)methyl]-4-piperidinemethanol

생성물 1

HCID 226784071-[(2-Methoxy-3-pyridinyl)methyl]-4-piperidinecarboxaldehyde수율 68.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

16.1 g of 1-[(2-methoxy-3-pyridyl)methyl]-4-piperidinemethanol and 38 ml of triethylamine were suspended in 60 ml of dimethyl sulfoxide, a mixed solution of 21.7 g of a sulfur trioxide-pyridine complex and 100 ml of dimethyl sulfoxide was added dropwise thereto, and the mixture was stirred at room temperature for one hour. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by silica gel column chromatography (ethyl acetate), to give 10.9 g of the title compound as a pale yellow oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe crude product was purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-0338fe04f06843398eb7c5ed8d4d9ea5
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06784192B2

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