Water → {1-Azabicyclo[3.3.1]nonan-5-yl}methanamine

HRID 5366

반응식

HRID 5366 반응식
[N:1]12[CH2:9][C:5]([C:10]([NH2:12])=O)([CH2:6][CH2:7][CH2:8]1)[CH2:4][CH2:3][CH2:2]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.O.[OH-].[Na+]>O1CCCC1.CCOCC>[N:1]12[CH2:9][C:5]([CH2:10][NH2:12])([CH2:6][CH2:7][CH2:8]1)[CH2:4][CH2:3][CH2:2]2

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 197959811-Azabicyclo[3.3.1]nonane-5-carboxamideHCID 68718528lithium aluminium hydride THF

생성물 1

HCID 19795986{1-Azabicyclo[3.3.1]nonan-5-yl}methanamine수율 77%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A suspension of 1-azabicyclo[3.3.1]nonane-5-carboxamide (1.80 g, 10.7 mmol) in anhydrous tetrahydrofuran (10 mL) under nitrogen was treated (via syringe) with 1.0N lithium aluminum hydride/tetrahydrofuran (25 mL, 25 mmol), and the mixture was refluxed for 4 hours and cooled (0° C.). The mixture was treated carefully dropwise sequentially with water (1 mL), 15% sodium hydroxide (1 mL), and water (3 mL). Ether (50 mL) was added, the mixture was filtered through Celite, and the filter cake was washed with ether. The filtrate was concentrated in vacuo to afford 1.27 g (77%) of colorless oil.

후처리

  1. temperaturethe mixture was refluxed for 4 hours
  2. filtrationthe mixture was filtered through Celite
  3. washthe filter cake was washed with ether
  4. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-0445a3a91b3b46b584c36be6a9648625
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244907

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