Water → 9-Methyl-3,9-diazabicyclo[4.2.1]nonane

HRID 1946853

반응식

HRID 1946853 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][N:8]1[CH:14]2[CH2:15][CH2:16][CH:9]1[CH2:10][NH:11][C:12](=O)[CH2:13]2.O>C1COCC1.ClCCl>[CH3:7][N:8]1[CH:14]2[CH2:15][CH2:16][CH:9]1[CH2:10][NH:11][CH2:12][CH2:13]2

참가 물질

6

반응물 3

HCID 962Water2회HCID 5574669-Methyl-3,9-diazabicyclo(4.2.1)nonan-4-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 139737309-Methyl-3,9-diazabicyclo[4.2.1]nonane수율 69%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
0 °C

실험 절차

To a suspension of LiAlH4 (0.61 g) in anhydrous THF (30 ml), cooled at 0° C., and kept under an argon inert atmosphere, a solution in THF of 9-methyl-3,9-diazabicyclo[4.2.1]nonan-4-one obtained in example 1 is dropwise added (1.00: of compound in 10 ml of THF). The obtained mixture is heated at reflux for 48 hours and then cooled at 0° C. Then water (3 ml) is slowly added to the mixture. After water addition, the mixture is kept under stirring for 1:0 minutes. A precipitate is formed, that at the end is filtered under vacuum and washed with dichloromethane. The obtained filtrate is evaporated obtaining an oil which is dissolved in dichloromethane. The obtained solution is then anhydrified on sodium sulphate and the solvent evaporated. The residual oil is distilled (45-50° C./0.1 mmHg) to give 0.63 g of 9-methyl-3,9-diazabicyclo[4.2.1]nonane (2a) as a colourless oil.

후처리

  1. temperatureThe obtained mixture is heated
  2. temperatureat reflux for 48 hours
  3. temperaturecooled at 0° C
  4. custom0 minutes
  5. customA precipitate is formed, that at the end
  6. filtrationis filtered under vacuum
  7. washwashed with dichloromethane
  8. customThe obtained filtrate is evaporated
  9. customobtaining an oil which
  10. customthe solvent evaporated
  11. distillationThe residual oil is distilled (45-50° C./0.1 mmHg)

출처 및 근거

ORD 기록
ord-1182d64edc7f4c0bab5e87d3d759b2fd
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399457B2

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